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Studies on Development of Sufficiently Chemoselective N-Acylation Reagents: N-Acyl-N-(2,3,4,5,6-pentafluorophenyl)methanesulfonamides

✍ Scribed by Kazuhiro Kondo; Erika Sekimoto; Junko Nakao; Yasuoki Murakami

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
234 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis

AbstractÐA variety of storable N-acyl-N-(2,3,4,5,6-penta¯uorophenyl)methanesulfonamides (4a±e) prepared from N-2,3,4,5,6-penta¯uorophenylmethanesulfonamide (3), have been developed after systematic research on the structure±reactivity relationship and were found to serve as N-acylation reagents exhibiting suf®ciently good chemoselectivity.

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## Abstract Easily accessible N^2^‐acyl derivatives of 2‐aryl‐5‐hydrazino‐1,3‐oxazole‐4‐carbonitriles react peculiarly with the Lawesson reagent. In addition to thionation, the reaction involves a recyclization to afford new substituted 2‐(5‐amino‐1,3‐thiazol‐4‐yl)‐1,3,4‐thiadiazoles. Their structu