
Tetrahedron p. 12263 - 12276 (1995)
Update date:2022-08-04
Topics: Acylation Reagent Reaction Conditions Product Reactant
Dai, Wei-Min
Cheung, Yuk King
Tang, Kit Wan
Choi, Pui Yiu
Chung, Suet Lam
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.
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