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Facile Access to Pyrazolines via Domino Reaction of the Huisgen Zwitterions with Aziridines
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Abstract
A novel, efficient, and general domino reaction of 2-acylaziridines with the Huisgen zwitterions to furnish 2-pyrazoline rings is described. A possible mechanism for the domino sequence is proposed.
Citing Articles
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This article has been cited by 9 ACS Journal articles (5 most recent appear below).
Gold(I)-Catalyzed Formation of 3-Pyrazolines through Cycloaddition of Diaziridine to Alkynes
David A. Capretto, Chad Brouwer, Catherine B. Poor, and Chuan HeOrganic Letters2011 13 (21), 5842-5845Gold(I)-Catalyzed Formation of 3-Pyrazolines through Cycloaddition of Diaziridine to Alkynes
David A. Capretto, Chad Brouwer, Catherine B. Poor, and Chuan HeOrganic Letters2011 13 (21), 5842-5845This work reports the high-yield formation of pyrazoline derivatives mediated by gold(I) catalysts. The reaction utilizes a diaziridine, which has seen only limited usage in organic methodology. Mechanistic studies suggest a gold-mediated opening of the ...
Three-Component Reaction of N′-(2-Alkynylbenzylidene)hydrazide, Alkyne, with Sulfonyl Azide via a Multicatalytic Process: A Novel and Concise Approach to 2-Amino-H-pyrazolo[5,1-a]isoquinolines
Shaoyu Li, Yong Luo, and Jie WuOrganic Letters2011 Article ASAPThree-Component Reaction of N′-(2-Alkynylbenzylidene)hydrazide, Alkyne, with Sulfonyl Azide via a Multicatalytic Process: A Novel and Concise Approach to 2-Amino-H-pyrazolo[5,1-a]isoquinolines
Shaoyu Li, Yong Luo, and Jie WuOrganic Letters2011 Article ASAPA novel and efficient route for the synthesis of 2-amino-H-pyrazolo[5,1-a]isoquinolines via a three-component reaction of N′-(2-alkynylbenzylidene)hydrazide, alkyne, and sulfonyl azide is described. This transformation, co-catalyzed by silver triflate and ...
An Efficient Approach to Fused Indolines via a Copper(I)-Catalyzed Reaction of Sulfonyl Azide with 2-Ethynylaryl Methylenecyclopropane
Shaoyu Li, Yong Luo, and Jie WuOrganic Letters2011 Article ASAPAn Efficient Approach to Fused Indolines via a Copper(I)-Catalyzed Reaction of Sulfonyl Azide with 2-Ethynylaryl Methylenecyclopropane
Shaoyu Li, Yong Luo, and Jie WuOrganic Letters2011 Article ASAPA cascade reaction of 2-ethynylaryl methylenecyclopropane with sulfonyl azide catalyzed by copper(I) iodide under mild conditions is described, which provides a novel and efficient route for the generation of fused indolines.
A Facile Route to Polysubstituted Indoles via Three-Component Reaction of 2-Ethynylaniline, Sulfonyl Azide, and Nitroolefin
Zhiyuan Chen, Danqing Zheng, and Jie WuOrganic Letters2011 13 (5), 848-851A Facile Route to Polysubstituted Indoles via Three-Component Reaction of 2-Ethynylaniline, Sulfonyl Azide, and Nitroolefin
Zhiyuan Chen, Danqing Zheng, and Jie WuOrganic Letters2011 13 (5), 848-851A copper-catalyzed three-component reaction of 2-ethynylaniline, sulfonyl azide, and nitroolefin is reported. This reaction generates functionalized indoles in good yields and proceeds smoothly under mild conditions. Some hits as an HCT-116 inhibitor are ...
Reactivity of Functionalized N,S-Ketene Acetal: Regioselective Construction of Tetrahydrobenzo[b]pyran and Chromeno[2,3-b]quinoline Derivatives
Ming Li, Yan-Li Hou, Li-Rong Wen, and Fu-Meng GongThe Journal of Organic Chemistry2010 75 (24), 8522-8532Reactivity of Functionalized N,S-Ketene Acetal: Regioselective Construction of Tetrahydrobenzo[b]pyran and Chromeno[2,3-b]quinoline Derivatives
Ming Li, Yan-Li Hou, Li-Rong Wen, and Fu-Meng GongThe Journal of Organic Chemistry2010 75 (24), 8522-8532Regioselective synthesis of functionalized tetrahydrobenzo[b]pyrans has been developed by multicomponent reactions (MCRs) and tandem [3 + 3] annulations of β-benzoylthioacetanilides or β-(2-haloaroyl)thioacetanilides as valuable sources with aromatic ...
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History
- Published In Issue January 03, 2008
- Received September 24, 2007
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