2-HALOVINYL ARYL SULFONES: NEW COUPLING REAGENTS FOR CARBOXAMIDE FORMATION1

M Shimagaki, H Koshiji, T Oishi

Index: Shimagaki, Masayuki; Koshiji, Hiroko; Oishi, Takeshi Phosphorus and Sulfur and the Related Elements, 1983 , vol. 16, p. 45 - 58

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Citation Number: 6

Abstract

Abstract E-2-Chlorovinyl p-nitrophenyl sulfone 6 and 2-bromo-2-trifluoromethylvinyl phenyl sulfone 7a reacted with carboxylic acids in the presence of a molar equiv of Et3N affording the corresponding 2-acyloxyvinyl sulfones 8, 11, 17, 18, 22, 25, 28 and 29. The latter, on treatment with amines, gave amides 9, 13, 19, 23 and 26 and peptides 30 and 32. These reagents 6 and 7a were also used for the formation of N-methylanilides 13d, 13e, 19d, 23 ...