Tetrahedron

Highly chemoselective acylation of substituted aminophenols with 3-(trimethylacetyl)-1, 3-thiazolidine-2-thione

WM Dai, YK Cheung, KW Tang, PY Choi, SL Chung

Index: Dai, Wei-Min; Cheung, Yuk King; Tang, Kit Wan; Choi, Pui Yiu; Chung, Suet Lam Tetrahedron, 1995 , vol. 51, # 45 p. 12263 - 12276

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Citation Number: 8

Abstract

A general procedure for chemoselective acylation of substituted aminophenols has been developed. The N-acylated products 7 and 10a-h were prepared by treating the aminophenols with 3 (trimethylacetyl)-1, 3-thiazolidine-2-thione (1) in refluxing THF in 70– 100% yield. The esters 8 and 13d, b, j of 3-and 4-amino phenols could be obtained in 70– 94% yield by treating with NaH and 1.

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