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    A Graphical Journey of Innovative Organic Architectures That Have Improved Our Lives
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    Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853-1301, United States
    Current address: Department of Chemistry and Biochemistry, University of Arizona, Tucson, AZ 85721, United States
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    Journal of Chemical Education

    Cite this: J. Chem. Educ. 2010, 87, 12, 1348–1349
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    https://doi.org/10.1021/ed1003806
    Published October 1, 2010
    Copyright © 2010 The American Chemical Society and Division of Chemical Education, Inc.

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    A new free graphical teaching tool that highlights the beautiful organic architectures of the top selling pharmaceuticals is detailed on two posters. In addition to the multitude of teaching and data-mining opportunities these posters offer, they were also created to emphasize the central role organic chemists play in the development of new therapeutics.

    Copyright © 2010 The American Chemical Society and Division of Chemical Education, Inc.

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    75. Julia R. Dorsheimer, Tomislav Rovis. Late-Stage Isotopic Exchange of Primary Amines. Journal of the American Chemical Society 2023, 145 (44) , 24367-24374. https://doi.org/10.1021/jacs.3c09442
    76. Subrata K. Ghosh, Lizhe He, Zilu Tang, Robert J. Comito. Selective and Functional-Group-Tolerant Photoalkylation of Imines by Energy-Transfer Photocatalysis. The Journal of Organic Chemistry 2023, 88 (21) , 15209-15217. https://doi.org/10.1021/acs.joc.3c01722
    77. Deepan Chowdhury, Suman Ghosh, K.S.S.V. Prasad Reddy, Sharma S.R.K.C. Yamijala, Mahiuddin Baidya. Cobalt(III)-Catalyzed Free-Amine-Directed Site-Selective Allylation in 2-Aminobiaryls with Vinyl Cyclopropanes. ACS Catalysis 2023, 13 (19) , 12543-12552. https://doi.org/10.1021/acscatal.3c03112
    78. Kyohei Yonekura, Mari Murooka, Kohei Aoki, Eiji Shirakawa. Electrochemical Direct α-Arylation of Alkylamines with Sulfonylarenes. Organic Letters 2023, 25 (36) , 6682-6687. https://doi.org/10.1021/acs.orglett.3c02535
    79. Elliot Davenport, Daniela E. Negru, Geoff Badman, David M. Lindsay, William J. Kerr. Robust and General Late-Stage Methylation of Aryl Chlorides: Application to Isotopic Labeling of Drug-like Scaffolds. ACS Catalysis 2023, 13 (17) , 11541-11547. https://doi.org/10.1021/acscatal.3c02761
    80. Ganesh Chandra Upreti, Tavinder Singh, Divakar Chaudhary, Anand Singh. Cascade Cyclizations Triggered by Photochemically Generated Carbamoyl Radicals Derived from Alkyl Amines. The Journal of Organic Chemistry 2023, 88 (16) , 11801-11808. https://doi.org/10.1021/acs.joc.3c01090
    81. Jing Ren, Kaiyun Liu, Ning Wang, Xiangxiang Kong, Jinlong Li, Kaizhi Li. Copper-Catalyzed 1,2-Difunctionalization Trifluoromethylamidation of Alkynes Assisted by a Coordinating Group. ACS Catalysis 2023, 13 (16) , 11001-11011. https://doi.org/10.1021/acscatal.3c02662
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    83. Colin A. Gould, Andria L. Pace, David. W. C. MacMillan. Rapid and Modular Access to Quaternary Carbons from Tertiary Alcohols via Bimolecular Homolytic Substitution. Journal of the American Chemical Society 2023, 145 (30) , 16330-16336. https://doi.org/10.1021/jacs.3c05405
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    90. Rong-Gui Hu, Yueqian Sang, Fang-Fang Tan, Yuan-Li Sun, Xiao-Song Xue, Yang Li. Photoredox and Vanadate Cocatalyzed Hydrolysis of Aryl Ethers at Ambient Temperature. ACS Catalysis 2023, 13 (13) , 9264-9273. https://doi.org/10.1021/acscatal.3c02301
    91. Yuan Cai, Sagnik Chatterjee, Tobias Ritter. Photoinduced Copper-Catalyzed Late-Stage Azidoarylation of Alkenes via Arylthianthrenium Salts. Journal of the American Chemical Society 2023, 145 (25) , 13542-13548. https://doi.org/10.1021/jacs.3c04016
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    93. Keri A. Steiniger, Matthew C. Lamb, Tristan H. Lambert. Cross-Coupling of Amines via Photocatalytic Denitrogenation of In Situ Generated Diazenes. Journal of the American Chemical Society 2023, 145 (21) , 11524-11529. https://doi.org/10.1021/jacs.3c03634
    94. I. N. Chaithanya Kiran, Ramagonolla Kranthikumar. Nickel-Catalyzed Deaminative Ketone Synthesis: Coupling of Alkylpyridinium Salts with Thiopyridine Esters via C–N Bond Activation. Organic Letters 2023, 25 (20) , 3623-3627. https://doi.org/10.1021/acs.orglett.3c00943
    95. Qiao-Lin Wang, Huawen Huang, Mengqi Zhu, Tianci Xu, Guojiang Mao, Guo-Jun Deng. Visible-Light-Induced Stoichiometric Coupling of Alkylarenes and Trifluoromethyl Ketones. Organic Letters 2023, 25 (20) , 3800-3805. https://doi.org/10.1021/acs.orglett.3c01307
    96. Priyabrata Biswal, M. Siva Subramani, Shaikh Samser, Vadapalli Chandrasekhar, Krishnan Venkatasubbaiah. Ligand-Controlled Ruthenium-Catalyzed Borrowing-Hydrogen and Interrupted-Borrowing-Hydrogen Methodologies: Functionalization of Ketones Using Methanol as a C1 Source. The Journal of Organic Chemistry 2023, 88 (8) , 5135-5146. https://doi.org/10.1021/acs.joc.2c00653
    97. William L. Lyon, David W. C. MacMillan. Expedient Access to Underexplored Chemical Space: Deoxygenative C(sp3)–C(sp3) Cross-Coupling. Journal of the American Chemical Society 2023, 145 (14) , 7736-7742. https://doi.org/10.1021/jacs.3c01488
    98. Jiajun Zhang, Xiao-Feng Wu. Palladium-Catalyzed Carbonylative Synthesis of Diaryl Ketones from Arenes and Arylboronic Acids through C(sp2)–H Thianthrenation. Organic Letters 2023, 25 (12) , 2162-2166. https://doi.org/10.1021/acs.orglett.3c00792
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    100. Lang Liu, Changting Wen, Guojin Sun, Yao Li, Jun Zhang, Zhe Zhang, Zesi Wang, Mengyao She, Ping Liu, Shengyong Zhang, Jianli Li. Multisite-Sequential Cyclization To Construct 1,2,4-Triazole-Based N-Fused Heterocyclics. Organic Letters 2023, 25 (9) , 1530-1535. https://doi.org/10.1021/acs.orglett.3c00322
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    Published October 1, 2010
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