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Synthesis of Sulfonamide-Based Ynamides and Ynamines in Water

Lei Zhao, Hongyi Yang, Ruikun Li, Ye Tao, Xiao-Feng Guo, Edward A. Anderson, Andrew Whiting and Na Wu*

*School of Chemistry and Bioscience, University of Bradford, Bradford, West Yorkshire BD7 1DP, U.K., Email:

L. Zhao, H. Yang, R. Li, Y. Tao, X.-F. Guo, E. A. Anderson, A. Whiting, N. Wu, J. Org. Chem., 2021, 86, 1938-1947.

DOI: 10.1021/acs.joc.0c02326

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Ynamides are moisture-sensitive and prone to hydration especially under acidic and heating conditions. An environmentally benign, robust Sonogashira coupling enables the synthesis of sulfonamide-based ynamides and arylynamines in water, using a readily available quaternary ammonium salt as the surfactant.

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Key Words

Sonogashira coupling, green chemistry, sulfonamides

ID: J42-Y2021