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Copper‐Catalyzed Thioannulation of Propynamides with Sodium Sulfide for the Synthesis of Isothiazol‐3‐ones
Author(s) -
Wang SuiQian,
Hu BoLun,
Zhang XingGuo
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801579
Subject(s) - chemistry , sodium sulfide , intramolecular force , catalysis , sulfur , sulfide , nucleophile , copper , sodium , functional group , combinatorial chemistry , organic chemistry , polymer
A method for the copper‐catalyzed thioannulation of propynamides with sodium sulfide was developed for the synthesis of isothiazol‐3‐ones. The reaction involves a nucleophilic addition and an intramolecular cross‐dehydrogenative coupling reaction. The thioannulation features the use of an inexpensive and odorless sulfur source and easily prepared propynamides with excellent functional group tolerance.