Intermolecular Amidation of Quinoline N-Oxides with Arylsulfonamides under Metal-Free Conditions

Xiaoqiang Yu, Sana Yang, Yue Zhang, Mingju Guo, Yoshinori Yamamoto and Ming Bao*

*State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, P. R. China, Email: mingbaodlut.edu.cn

X. Yu, S. Yang, Y. Zhang, M. Guo, Y. Yamaoto, M. Bao, Org. Lett., 2017, 19, 6088-6091.

DOI: 10.1021/acs.orglett.7b02922

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Abstract

An efficient intermolecular amidation of quinoline N-oxides with sulfonamides in the presence of PhI(OAc)₂ and PPh₃ provides N-(quinolin-2-yl)sulfonamides in very good yields.

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proposed mechanism

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Key Words

Quinolines, Iodosobenzene Diacetate, Triphenylphosphine

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ID: J54-Y2017