HIGHLY CHEMOSELECTIVE ACYLATION OF SUBSTITUTED AMINOPHENOLS WITH 3-(TRIMETHYLACETYL)-1,3-THIAZOLIDINE-2-THIONE

Authors
DAI WM CHEUNG YK TANG KW CHOI PY CHUNG SL
Citation
Wm. Dai et al., HIGHLY CHEMOSELECTIVE ACYLATION OF SUBSTITUTED AMINOPHENOLS WITH 3-(TRIMETHYLACETYL)-1,3-THIAZOLIDINE-2-THIONE, Tetrahedron, 51(45), 1995, pp. 12263-12276
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
45
Year of publication
1995
Pages
12263 - 12276
Database
ISI
SICI code
0040-4020(1995)51:45<12263:HCAOSA>2.0.ZU;2-E
Abstract
A general procedure for chemoselective acylation of substituted aminop henols has been developed. The N-acylated products 7 and 10a-h were pr epared by treating me aminophenols with 3-(trimethylacetyl)-1,3-thiazo lidine-2-thione (1) in refluxing THF in 70-100% yield. The eaters 8 an d 13d,bj of 3- and 4-amino phenols could be obtained in 70-94% yield b y treating with NaH and 1.