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

DOI: 10.1016/0040-4020(95)00783-5

Source and publish data:

Tetrahedron p. 12263 - 12276 (1995)

Update date:2022-08-04

Topics: Acylation Reagent Reaction Conditions Product Reactant

Authors:

Dai, Wei-Min

Cheung, Yuk King

Tang, Kit Wan

Choi, Pui Yiu

Chung, Suet Lam

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Article abstract of DOI:10.1016/0040-4020(95)00783-5

A general procedure for chemoselective acylation of substituted aminophenols has been developed. The N-acetylated 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.

Full text of DOI:10.1016/0040-4020(95)00783-5

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