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Synthesis of Sulfonamide-Based Ynamides and Ynamines in Water
Author(s) -
Lei Zhao,
Hongyi Yang,
Ruikun Li,
Ye Tao,
Xiaofeng Guo,
Edward A. Anderson,
Andrew Whiting,
Na Wu
Publication year - 2020
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.0c02326
Subject(s) - chemistry , sonogashira coupling , sulfonamide , ammonium , pulmonary surfactant , salt (chemistry) , combinatorial chemistry , water soluble , moisture , organic chemistry , catalysis , palladium , biochemistry
Ynamides, though relatively more stable than ynamines, are still moisture-sensitive and prone to hydration especially under acidic and heating conditions. Here we report an environmentally benign, robust protocol to synthesize sulfonamide-based ynamides and arylynamines via Sonogashira coupling reactions in water, using a readily available quaternary ammonium salt as the surfactant.

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