Temperature Controlled Selective C–S or C–C Bond Formation: Photocatalytic Sulfonylation versus Arylation of Unactivated Heterocycles Utilizing Aryl Sulfonyl Chlorides

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2. Suven Das. Visible-Light-Induced Dearomative Annulation of Indoles toward Stereoselective Formation of Fused- and Spiro Indolines. ACS Omega 2024, 9 (34) , 36023-36042. https://doi.org/10.1021/acsomega.4c02848
3. Long-Jin Zhong, Hui Chen, Xuan Shang, Bi-Quan Xiong, Ke-Wen Tang, Yu Liu. Oxidant-Assisted Sulfonylation/Cyclization Cascade Synthesis of Alkylsulfonylated Oxindoles via the Insertion of SO2. The Journal of Organic Chemistry 2024, 89 (8) , 5409-5422. https://doi.org/10.1021/acs.joc.3c02860
4. Palasetty Chandu, Sourabh Biswas, Koustav Pal, Devarajulu Sureshkumar. Organophotoredox Catalysis: Switchable Radical Generation from Alkyl Sodium Sulfinates for Sulfonylation and Alkylative Activation of C–C Bonds of Cyclopropenes. The Journal of Organic Chemistry 2024, 89 (6) , 3912-3925. https://doi.org/10.1021/acs.joc.3c02743
5. Rongxiang Chen, Yaoxue Tang, Xiaohui He, Kai-Kai Wang, Lina Ding, Lantao Liu. Catalyst-Controlled Direct Oxysulfonylation of Alkenes by Using Sulfonylazides as the Sulfonyl Radical. Organic Letters 2023, 25 (29) , 5454-5458. https://doi.org/10.1021/acs.orglett.3c01777
6. Patamawadee Silalai, Rungnapha Saeeng. Divergent Synthesis of 3-Pyrrolidin-2-yl-1H-indoles, Symmetric and Unsymmetric Bis(Indolyl)Methanes (BIMs) through Photocatalyzed Decarboxylative Coupling/Friedel–Crafts Alkylation Reaction. The Journal of Organic Chemistry 2023, 88 (7) , 4052-4065. https://doi.org/10.1021/acs.joc.2c02166
7. Irina P. Beletskaya, Valentine P. Ananikov. Transition-Metal-Catalyzed C–S, C–Se, and C–Te Bond Formations via Cross-Coupling and Atom-Economic Addition Reactions. Achievements and Challenges. Chemical Reviews 2022, 122 (21) , 16110-16293. https://doi.org/10.1021/acs.chemrev.1c00836
8. Kuldeep Singh Bhati, Riya Nagar, Bhanwar Kumar Malviya, Monika Shukla, Amanpreet Kaur Jassal, Ved Prakash Verma, Dinesh Kumar Yadav, Neetu Kumari, Siddharth Sharma. Electrochemical Regioselective Sulfenylation of 2H-Indazoles with Thiols in Batch and Continuous Flow. The Journal of Organic Chemistry 2022, 87 (21) , 13845-13855. https://doi.org/10.1021/acs.joc.2c01549
9. Ran Yang, Dong Yi, Kunrong Shen, Qiang Fu, Jun Wei, Ji Lu, Lin Yang, Li Wang, Siping Wei, Zhijie Zhang. Indole and Pyrrole Derivatives as Pre-photocatalysts and Substrates in the Sulfonyl Radical-Triggered Relay Cyclization Leading to Sulfonylated Heterocycles. Organic Letters 2022, 24 (10) , 2014-2019. https://doi.org/10.1021/acs.orglett.2c00472
10. Yota Sakakibara, Kei Murakami. Switchable Divergent Synthesis Using Photocatalysis. ACS Catalysis 2022, 12 (3) , 1857-1878. https://doi.org/10.1021/acscatal.1c05318
11. Natalie Holmberg-Douglas, David A. Nicewicz. Photoredox-Catalyzed C–H Functionalization Reactions. Chemical Reviews 2022, 122 (2) , 1925-2016. https://doi.org/10.1021/acs.chemrev.1c00311
12. Wei-Hao Rao, Qi Li, Fang-Yuan Chen, Li-Li Jiang, Pan Xu, Xue-Wan Deng, Ming Li, Guo-Dong Zou, Xinhua Cao. Visible-Light Photoredox-Catalyzed Sulfonyl Lactonization of Alkenoic Acids with Sulfonyl Chlorides for Sulfonyl Lactone Synthesis. The Journal of Organic Chemistry 2021, 86 (17) , 11998-12007. https://doi.org/10.1021/acs.joc.1c01378
13. Devaneyan Joseph, Muhammad Aliyu Idris, Jiajia Chen, Sunwoo Lee. Recent Advances in the Catalytic Synthesis of Arylsulfonyl Compounds. ACS Catalysis 2021, 11 (7) , 4169-4204. https://doi.org/10.1021/acscatal.0c05690
14. Santosh K. Pagire, Naoya Kumagai, Masakatsu Shibasaki. The Different Faces of [Ru(bpy)3Cl2] and fac[Ir(ppy)3] Photocatalysts: Redox Potential Controlled Synthesis of Sulfonylated Fluorenes and Pyrroloindoles from Unactivated Olefins and Sulfonyl Chlorides. Organic Letters 2020, 22 (20) , 7853-7858. https://doi.org/10.1021/acs.orglett.0c02760
15. Marilia S. Santos, Hugo L. I. Betim, Camila M. Kisukuri, Jose Antonio Campos Delgado, Arlene G. Corrêa, Márcio W. Paixão. Photoredox Catalysis toward 2-Sulfenylindole Synthesis through a Radical Cascade Process. Organic Letters 2020, 22 (11) , 4266-4271. https://doi.org/10.1021/acs.orglett.0c01297
16. Santosh K. Pagire, Thomas Föll, Oliver Reiser. Shining Visible Light on Vinyl Halides: Expanding the Horizons of Photocatalysis. Accounts of Chemical Research 2020, 53 (4) , 782-791. https://doi.org/10.1021/acs.accounts.9b00615
17. Mukund M. D. Pramanik, Fan Yuan, Dong-Mei Yan, Wen-Jing Xiao, Jia-Rong Chen. Visible-Light-Driven Radical Multicomponent Reaction of 2-Vinylanilines, Sulfonyl Chlorides, and Sulfur Ylides for Synthesis of Indolines. Organic Letters 2020, 22 (7) , 2639-2644. https://doi.org/10.1021/acs.orglett.0c00602
18. Olga A. Storozhenko, Alexey A. Festa, Galina I. Detistova, Victor B. Rybakov, Alexey V. Varlamov, Erik V. Van der Eycken, Leonid G. Voskressensky. Photoredox-Catalyzed Hydrosulfonylation of Arylallenes. The Journal of Organic Chemistry 2020, 85 (4) , 2250-2259. https://doi.org/10.1021/acs.joc.9b02960
19. Gabriel dos Passos Gomes, Alexander Wimmer, Joel M. Smith, Burkhard König, Igor V. Alabugin. CO2 or SO2: Should It Stay, or Should It Go?. The Journal of Organic Chemistry 2019, 84 (10) , 6232-6243. https://doi.org/10.1021/acs.joc.9b00503
20. Ganganna Bogonda, Dilip V. Patil, Hun Young Kim, Kyungsoo Oh. Visible-Light-Promoted Thiyl Radical Generation from Sodium Sulfinates: A Radical–Radical Coupling to Thioesters. Organic Letters 2019, 21 (10) , 3774-3779. https://doi.org/10.1021/acs.orglett.9b01218
21. Murat Alkan-Zambada, Xile Hu. Cu-Catalyzed Photoredox Chlorosulfonation of Alkenes and Alkynes. The Journal of Organic Chemistry 2019, 84 (7) , 4525-4533. https://doi.org/10.1021/acs.joc.9b00238
22. Yu Liu, Qiao-Lin Wang, Zan Chen, Quan Zhou, Hua Li, Cong-Shan Zhou, Bi-Quan Xiong, Pan-Liang Zhang, Ke-Wen Tang. Visible-Light-Catalyzed C–C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes. The Journal of Organic Chemistry 2019, 84 (5) , 2829-2839. https://doi.org/10.1021/acs.joc.8b03261
23. Asik Hossain, Sebastian Engl, Eugen Lutsker, Oliver Reiser. Visible-Light-Mediated Regioselective Chlorosulfonylation of Alkenes and Alkynes: Introducing the Cu(II) Complex [Cu(dap)Cl2] to Photochemical ATRA Reactions. ACS Catalysis 2019, 9 (2) , 1103-1109. https://doi.org/10.1021/acscatal.8b04188
24. Vincent Pirenne, Gülbin Kurtay, Silvia Voci, Laurent Bouffier, Neso Sojic, Frédéric Robert, Dario M. Bassani, Yannick Landais. Eosin-Mediated Alkylsulfonyl Cyanation of Olefins. Organic Letters 2018, 20 (15) , 4521-4525. https://doi.org/10.1021/acs.orglett.8b01828
25. Nianting Yuan, Sen Chen, Yuanxin Liu, Min Chen. C(sp 2 )‐Arylsulfones Directly from Arylsulfonyl Chlorides with Boronic Acids by Photoactivation of Boosted EDA Complexes. Chemistry – A European Journal 2024, 6 https://doi.org/10.1002/chem.202403487
26. Swati Singh, Gopal Chakrabortty, Kajal Tiwari, Neha Dagar, Sudipta Raha Roy. Shining light for organophotocatalysed site-selective sulfonylation of anilides. Organic & Biomolecular Chemistry 2024, 22 (37) , 7690-7695. https://doi.org/10.1039/D4OB01169D
27. Nejc Petek, Helena Brodnik, Uroš Grošelj, Jurij Svete, Bogdan Štefane. Access to β‐Lactam Sulfonamides from Sulfamoyl Chlorides via Photoredox Catalyzed C−S Bond Formation. Advanced Synthesis & Catalysis 2024, 366 (15) , 3310-3315. https://doi.org/10.1002/adsc.202400311
28. Yashuai Liu, Yutong Yuan, Jing He, Sheng Han, Yan Liu. Iodophor-/H2O2-Mediated 2-Sulfonylation of Indoles and N-Methylpyrrole in Aqueous Phase. Molecules 2024, 29 (15) , 3564. https://doi.org/10.3390/molecules29153564
29. Yi-Hsuan Tsai, Martin Cattoen, Guillaume Masson, Gabrielle Christen, Lisa Traber, Morgan Donnard, Frédéric R. Leroux, Guillaume Bentzinger, Sylvain Guizzetti, Jean-Christophe M. Monbaliu. On a seamlessly replicable circular photoreactor for lab-scale continuous flow applications. Reaction Chemistry & Engineering 2024, 9 (7) , 1646-1655. https://doi.org/10.1039/D4RE00109E
30. Tao Ju, Min Ge, Li-Hang Ren, Ai-Ling Lu, Zhi-Hao Wang, Shi-Ji He, Jing Sun, Ying Han, Chao-Guo Yan. Photo-induced 1,2-alkylarylation/cyclization of alkenes, alkyl halides and N -alkylindoles via an EDA-complex. Organic Chemistry Frontiers 2024, 11 (5) , 1412-1419. https://doi.org/10.1039/D3QO01908J
31. Xin‐Qian Liu, Peng‐Fei Huang, Bi‐Quan Xiong, Ke‐Wen Tang, Yu Liu. K 2 S 2 O 8 ‐Mediated Access to Alkylsulfonated Spiro[4,5] Trienones from N ‐Arylpropiolamides with the Insertion of Sulfur Dioxide. Advanced Synthesis & Catalysis 2024, 366 (3) , 488-493. https://doi.org/10.1002/adsc.202301279
32. Oleksandr S. Liashuk, Vladyslav A. Andriashvili, Andriy O. Tolmachev, Oleksandr O. Grygorenko. Chemoselective Reactions of Functionalized Sulfonyl Halides. The Chemical Record 2024, 24 (2) https://doi.org/10.1002/tcr.202300256
33. Minjung Keum, Dae‐Kwon Kim, Hyun‐Suk Um, Junsang Lee, Chulbom Lee. Silyloxymethylation of Aryl Halides via Metallaphotoredox Catalyzed Desulfinative Cross‐Coupling with Silyl Rongalite. Asian Journal of Organic Chemistry 2024, 13 (2) https://doi.org/10.1002/ajoc.202300546
34. Lin Tang, Ge Lv, Fengjuan Jia, Rui Zhao, Xiaoyu Wang, Qiuju Zhou. Visible Light‐Driven Eosin Y‐Catalyzed Suzuki‐Type Sulfonylation. Advanced Synthesis & Catalysis 2024, 366 (1) , 70-76. https://doi.org/10.1002/adsc.202301126
35. Pawittra Chaibuth, Sebastian Engl, Alexander Reichle, Kittipong Chainok, Mongkol Sukwattanasinitt, Oliver Reiser. In Situ Generated, Tetracoordinated Copper(II)‐Quinoline Complexes as Photocatalysts for the Chlorosulfonylation of Alkenes and Alkynes. Advanced Synthesis & Catalysis 2023, 365 (24) , 4701-4707. https://doi.org/10.1002/adsc.202300256
36. Shi Cao, Doyoung Kim, Wooseok Lee, Sungwoo Hong. Photocatalytic Enantioselective Hydrosulfonylation of α,β‐Unsaturated Carbonyls with Sulfonyl Chlorides. Angewandte Chemie 2023, 135 (46) https://doi.org/10.1002/ange.202312780
37. Shi Cao, Doyoung Kim, Wooseok Lee, Sungwoo Hong. Photocatalytic Enantioselective Hydrosulfonylation of α,β‐Unsaturated Carbonyls with Sulfonyl Chlorides. Angewandte Chemie International Edition 2023, 62 (46) https://doi.org/10.1002/anie.202312780
38. Alexander S. Budnikov, Igor B. Krylov, Olga M. Mulina, Dmitry A. Lapshin, Alexander O. Terent'ev. CH‐Functionalization of Heterocycles with the Formation of C−O, C−N, C−S/Se, and C−P Bonds by Intermolecular Addition of Heteroatom‐Centered Radicals. Advanced Synthesis & Catalysis 2023, 365 (11) , 1714-1755. https://doi.org/10.1002/adsc.202300144
39. Haibo Zhu, Yingying Zhang, Gaowen Ren, Yaoqi Wang, Jia Meng, Qiangwen Fan, Zongbo Xie, Zhang-Gao Le. Nickel-catalyzed sulfonylative coupling of 2-chlorobenzothiazoles with sulfinates at room temperature. Chemical Communications 2023, 59 (8) , 1050-1053. https://doi.org/10.1039/D2CC06107D
40. Ziqiang Wang, Chenyang Chang, Yasu Chen, Xinxin Wu, Jie Li, Chen Zhu. Remote desaturation of hexenenitriles by radical-mediated cyano migration. Tetrahedron 2023, 131 , 133228. https://doi.org/10.1016/j.tet.2022.133228
41. Felix Glaser, Oliver S. Wenger. Sensitizer-controlled photochemical reactivity via upconversion of red light. Chemical Science 2022, 14 (1) , 149-161. https://doi.org/10.1039/D2SC05229F
42. Nian Zheng, Wei‐Yu Shi, Ya‐Nan Ding, Xue‐Yuan Liu, Yong‐Min Liang. Chemo‐ and Regioselective C−H Sulfidation of Indoles for the Synthesis of Tolylthioindoles under Metal‐Free Conditions. Advanced Synthesis & Catalysis 2022, 364 (24) , 4310-4315. https://doi.org/10.1002/adsc.202200975
43. Zoumpoulia Kechagioglou, Vassilis J. Demopoulos. 1-Phenyl-3-tosyl-1H-pyrrole. Molbank 2022, 2022 (4) , M1471. https://doi.org/10.3390/M1471
44. Myojeong Kim, Euna You, Jieun Kim, Sungwoo Hong. Site‐Selective Pyridylic C−H Functionalization by Photocatalytic Radical Cascades. Angewandte Chemie 2022, 134 (29) https://doi.org/10.1002/ange.202204217
45. Myojeong Kim, Euna You, Jieun Kim, Sungwoo Hong. Site‐Selective Pyridylic C−H Functionalization by Photocatalytic Radical Cascades. Angewandte Chemie International Edition 2022, 61 (29) https://doi.org/10.1002/anie.202204217
46. Bozhen Gong, Haibo Zhu, Liu Yang, Haifeng Wang, Qiangwen Fan, Zongbo Xie, Zhanggao Le. Base-promoted synthesis of diarylsulfones from sulfonyl hydrazines and diaryliodonium salts. Organic & Biomolecular Chemistry 2022, 20 (17) , 3501-3505. https://doi.org/10.1039/D2OB00389A
47. Surabhi Chaubey, Pooja Singh, Chandani Singh, Satyam Singh, Sakshi Shreya, Rajesh K. Yadav, Sarita Mishra, Yu-jin Jeong, Bishyajit Kumar Biswas, Tae Wu Kim. Ultra-efficient synthesis of bamboo-shape porphyrin framework for photocatalytic CO2 reduction and consecutive C-S/C-N bonds formation. Journal of CO2 Utilization 2022, 59 , 101968. https://doi.org/10.1016/j.jcou.2022.101968
48. Vishal Srivastava, Pravin K. Singh, Shraddha Tivari, Praveen P. Singh. Visible light photocatalysis in the synthesis of pharmaceutically relevant heterocyclic scaffolds. Organic Chemistry Frontiers 2022, 9 (5) , 1485-1507. https://doi.org/10.1039/D1QO01602D
49. Bin Sun, Hao Ding, Hai‐Xia Tian, Pan‐Yi Huang, Can Jin, Chun‐Lei Wu, Run‐Pu Shen. Photo‐Triggered Self‐Induced Homolytic Dechlorinative Sulfonylation/Cyclization of Unactivated Alkenes: Synthesis of Quinazolinones Containing a Sulfonyl Group. Advanced Synthesis & Catalysis 2022, 364 (4) , 766-772. https://doi.org/10.1002/adsc.202101141
50. Nengneng Zhou, Qiankun Xu, Ziqin Xia, Kaimo Kuang, Sixin Wu, Wenping Li, Man Zhang. Palladium-catalyzed radical cascade cyanoalkylsulfonylation/cyclization of 3-arylethynyl-[1,1′-biphenyl]-2-carbonitriles with cyclobutanone oxime esters and DABSO. Chemical Communications 2022, 58 (14) , 2335-2338. https://doi.org/10.1039/D1CC06825C
51. Ziyuan Li, Yujie Liang, Yuchao Zhu, Hui Tan, Xinwei Li, Weijin Wang, Ziyao Zhang, Ning Jiao. Prroles and Their Benzo Derivatives: Reactivity. 2022, 68-155. https://doi.org/10.1016/B978-0-12-409547-2.14853-X
52. Shuai Liang, Kamil Hofman, Marius Friedrich, Julian Keller, Georg Manolikakes. Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones. ChemSusChem 2021, 14 (22) , 4878-4902. https://doi.org/10.1002/cssc.202101635
53. Yufen Lv, Jinyun Luo, Muze Lin, Huilan Yue, Bin Dai, Lin He. A visible-light photoredox-catalyzed four-component reaction for the construction of sulfone-containing quinoxalin-2(1 H )-ones. Organic Chemistry Frontiers 2021, 8 (19) , 5403-5409. https://doi.org/10.1039/D1QO00816A
54. Li Lin, Zhonglie Yang, Jianchen Liu, Jingxia Wang, Jiale Zheng, Jun-Long Li, Xiaobin Zhang, Xiang-Wei Liu, Hezhong Jiang, Jiahong Li. Visible-light-induced surfactant-promoted sulfonylation of alkenes and alkynes with sulfonyl chloride by the formation of an EDA-complex with NaI in water at room temperature. Green Chemistry 2021, 23 (15) , 5467-5473. https://doi.org/10.1039/D1GC00956G
55. Nengneng Zhou, Kaimo Kuang, Meixia Wu, Sixin Wu, Ziqin Xia, Qiankun Xu, Man Zhang. Visible-light-induced radical cascade cyclization of 1-(allyloxy)-2-(1-arylvinyl)benzenes with sulfonyl chlorides for the synthesis of sulfonated benzoxepines. Organic Chemistry Frontiers 2021, 8 (15) , 4095-4100. https://doi.org/10.1039/D1QO00611H
56. Nengneng Zhou, Kaimo Kuang, Meixia Wu, Sixin Wu, Qiankun Xu, Ziqin Xia, Man Zhang. tert ‐Butyl Hydroperoxide‐Initiated Radical Cyclization of 1‐(Allyloxy)‐2‐(1‐Arylvinyl)Benzenes with Sulfinic Acids to Access Sulfonated Benzoxepines. Advanced Synthesis & Catalysis 2021, 363 (14) , 3491-3495. https://doi.org/10.1002/adsc.202100466
57. Lvyin Zheng, Kailiang Tao, Wei Guo. Recent Developments in Photo‐Catalyzed/Promoted Synthesis of Indoles and Their Functionalization: Reactions and Mechanisms. Advanced Synthesis & Catalysis 2021, 363 (1) , 62-119. https://doi.org/10.1002/adsc.202001079
58. Nai‐Chen Hsueh, Meng‐Yang Chang. PdCl 2 /CuCl 2 /Bi(OTf) 3 ‐promoted Construction of Sulfonyl Dibenzooxabicyclo[3.3.1]nonanes and Arylnaphthalenes via Intramolecular Annulation of Sulfonyl o ‐Allylarylchromanones. Advanced Synthesis & Catalysis 2020, 362 (24) , 5736-5750. https://doi.org/10.1002/adsc.202001021
59. Nengneng Zhou, Meixia Wu, Kaimo Kuang, Sixin Wu, Man Zhang. Transition‐metal‐free Photo‐induced Cascade Sulfonylation/Addition/Cyclization of 3‐Arylethynyl‐[1,1′‐biphenyl]‐2‐carbonitriles with Aryldiazonium Tetrafluoroborates via the Insertion of Sulfur Dioxide. Advanced Synthesis & Catalysis 2020, 362 (23) , 5391-5397. https://doi.org/10.1002/adsc.202000999
60. Chloé Breton‐Patient, Delphine Naud‐Martin, Florence Mahuteau‐Betzer, Sandrine Piguel. Three‐Component C–H Bond Sulfonylation of Imidazoheterocycles by Visible‐Light Organophotoredox Catalysis. European Journal of Organic Chemistry 2020, 2020 (42) , 6653-6660. https://doi.org/10.1002/ejoc.202001219
61. Dao‐Qing Dong, Qing‐Qing Han, Shao‐Hui Yang, Jing‐Cheng Song, Na Li, Zu‐Li Wang, Xin‐Ming Xu. Recent Progress in Sulfonylation via Radical Reaction with Sodium Sulfinates, Sulfinic Acids, Sulfonyl Chlorides or Sulfonyl Hydrazides. ChemistrySelect 2020, 5 (42) , 13103-13134. https://doi.org/10.1002/slct.202003650
62. Rui Zhang, Huaiwei Ding, Xiangling Pu, Zhiping Qian, Yan Xiao. Recent Advances in the Synthesis of Sulfides, Sulfoxides and Sulfones via C-S Bond Construction from Non-Halide Substrates. Catalysts 2020, 10 (11) , 1339. https://doi.org/10.3390/catal10111339
63. Yuto Tsuchiya, Ryota Onai, Daisuke Uraguchi, Takashi Ooi. Redox-regulated divergence in photocatalytic addition of α-nitro alkyl radicals to styrenes. Chemical Communications 2020, 56 (75) , 11014-11017. https://doi.org/10.1039/D0CC04821F
64. Xin Yue, Xingyi He, Yan‐Chen Wu, Ming Hu, Shuang Wu, Ye‐Xiang Xie, Jin‐Heng Li. Metal‐Free Oxidative Decarboxylative Heteroannulation of Alkynyl Carboxylic Acids with Sulfinates and tert ‐Butyl Nitrite toward 2,2‐Disulfonyl‐2 H ‐Azirines. ChemCatChem 2020, 12 (10) , 2690-2694. https://doi.org/10.1002/cctc.201902400
65. Cristian Cavedon, Peter H. Seeberger, Bartholomäus Pieber. Photochemical Strategies for Carbon–Heteroatom Bond Formation. European Journal of Organic Chemistry 2020, 2020 (10) , 1379-1392. https://doi.org/10.1002/ejoc.201901173
66. Daniel Petzold, Maciej Giedyk, Anamitra Chatterjee, Burkhard König. A Retrosynthetic Approach for Photocatalysis. European Journal of Organic Chemistry 2020, 2020 (10) , 1193-1244. https://doi.org/10.1002/ejoc.201901421
67. Nengneng Zhou, Meixia Wu, Man Zhang, Xiaoqiang Zhou, Wei Zhou. TBPB-initiated cascade cyclization of 3-arylethynyl-[1,1′-biphenyl]-2-carbonitriles with sulfinic acids: access to sulfone-containing cyclopenta[ gh ]phenanthridines. Organic & Biomolecular Chemistry 2020, 18 (9) , 1733-1737. https://doi.org/10.1039/D0OB00119H
68. Xiao-Xiao Meng, Qing-Qing Kang, Jun-Yao Zhang, Qiang Li, Wen-Ting Wei, Wei-Min He. Visible-light-initiated regioselective sulfonylation/cyclization of 1,6-enynes under photocatalyst- and additive-free conditions. Green Chemistry 2020, 22 (4) , 1388-1392. https://doi.org/10.1039/C9GC03769A
69. Justin M. Lopchuk. Five-Membered Ring Systems: Pyrroles and Benzo Analogs. 2020, 223-280. https://doi.org/10.1016/B978-0-12-819962-6.00006-3
70. Qiao-Lin Wang, Wen-Zheng Zhang, Quan Zhou, Cong-Shan Zhou, Bi-Quan Xiong, Ke-Wen Tang, Yu Liu. Visible-light-mediated difunctionalization of vinylcyclopropanes for the synthesis of 1-sulfonylmethyl-3,4-dihydronaphthalenes. Organic & Biomolecular Chemistry 2019, 17 (34) , 7918-7926. https://doi.org/10.1039/C9OB01321K
71. Alexey A. Festa, Leonid G. Voskressensky, Erik V. Van der Eycken. Visible light-mediated chemistry of indoles and related heterocycles. Chemical Society Reviews 2019, 48 (16) , 4401-4423. https://doi.org/10.1039/C8CS00790J
72. Fuhong Xiao, Shanshan Yuan, Dahan Wang, Saiwen Liu, Huawen Huang, Guo‐Jun Deng. Thioesters as Bifunctional Reagents for 2‐Naphthylamine Sulfuracylation. Advanced Synthesis & Catalysis 2019, 361 (14) , 3331-3336. https://doi.org/10.1002/adsc.201900301
73. Wei Guo, Kailiang Tao, Wen Tan, Mingming Zhao, Lvyin Zheng, Xiaolin Fan. Recent advances in photocatalytic C–S/P–S bond formation via the generation of sulfur centered radicals and functionalization. Organic Chemistry Frontiers 2019, 6 (12) , 2048-2066. https://doi.org/10.1039/C8QO01353E
74. Caiyan Liu, Yongli Shen, Kedong Yuan. Non-directed copper-catalyzed regioselective C–H sulfonylation of phenothiazines. Organic & Biomolecular Chemistry 2019, 17 (20) , 5009-5013. https://doi.org/10.1039/C9OB00705A
75. Pengbo Zhang, Shanshan Shi, Xia Gao, Shuang Han, Jinming Lin, Yufen Zhao. Photoredox-catalyzed cascade annulation of N -propargylindoles with sulfonyl chlorides: access to 2-sulfonated 9 H -pyrrolo[1,2- a ]indoles. Organic & Biomolecular Chemistry 2019, 17 (11) , 2873-2876. https://doi.org/10.1039/C9OB00218A
76. Jun Zhang, Zhong Wang, Lingjuan Chen, Yan Liu, Ping Liu, Bin Dai. The fast and efficient KI/H 2 O 2 mediated 2-sulfonylation of indoles and N -methylpyrrole in water. RSC Advances 2018, 8 (72) , 41651-41656. https://doi.org/10.1039/C8RA09367A
77. Krishnamoorthy Muralirajan, Rajesh Kancherla, Magnus Rueping. Dehydrogenative Aromatization and Sulfonylation of Pyrrolidines: Orthogonal Reactivity in Photoredox Catalysis. Angewandte Chemie 2018, 130 (45) , 15003-15007. https://doi.org/10.1002/ange.201808427
78. Krishnamoorthy Muralirajan, Rajesh Kancherla, Magnus Rueping. Dehydrogenative Aromatization and Sulfonylation of Pyrrolidines: Orthogonal Reactivity in Photoredox Catalysis. Angewandte Chemie International Edition 2018, 57 (45) , 14787-14791. https://doi.org/10.1002/anie.201808427
79. Tiexin Zhang, Yusheng Shi, Sen Zhang, Chen Jia, Cheng He, Chunying Duan. Thiophene insertion for continuous modulation of the photoelectronic properties of triphenylamine-based metal–organic frameworks for photocatalytic sulfonylation–cyclisation of activated alkenes. New Journal of Chemistry 2018, 42 (22) , 18448-18457. https://doi.org/10.1039/C8NJ04151B
80. Anand Kumar Pandey, Saurabh Kumar, Rahul Singh, Krishna Nand Singh. A practical synthesis of aryl sulfones via cross-coupling of sulfonyl hydrazides with aryltriazenes using copper/ionic liquid combination. Tetrahedron 2018, 74 (46) , 6704-6709. https://doi.org/10.1016/j.tet.2018.09.059
81. Bhupal Singh Karki, Mukund M. D. Pramanik, Ruchir Kant, Namrata Rastogi. Visible light catalyzed reaction of α-bromochalcones with chalcones: direct access to the urundeuvine scaffold. Organic & Biomolecular Chemistry 2018, 16 (39) , 7152-7156. https://doi.org/10.1039/C8OB01881B
82. Leyre Marzo, Santosh K. Pagire, Oliver Reiser, Burkhard König. Photokatalyse mit sichtbarem Licht: Welche Bedeutung hat sie für die organische Synthese?. Angewandte Chemie 2018, 130 (32) , 10188-10228. https://doi.org/10.1002/ange.201709766
83. Leyre Marzo, Santosh K. Pagire, Oliver Reiser, Burkhard König. Visible‐Light Photocatalysis: Does It Make a Difference in Organic Synthesis?. Angewandte Chemie International Edition 2018, 57 (32) , 10034-10072. https://doi.org/10.1002/anie.201709766