A GENERAL-METHOD FOR THE SYNTHESIS OF ISATINS - PREPARATION OF REGIOSPECIFICALLY FUNCTIONALIZED ISATINS FROM ANILINES

Authors
HEWAWASAM P MEANWELL NA
Citation
P. Hewawasam et Na. Meanwell, A GENERAL-METHOD FOR THE SYNTHESIS OF ISATINS - PREPARATION OF REGIOSPECIFICALLY FUNCTIONALIZED ISATINS FROM ANILINES, Tetrahedron letters, 35(40), 1994, pp. 7303-7306
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
40
Year of publication
1994
Pages
7303 - 7306
Database
ISI
SICI code
0040-4039(1994)35:40<7303:AGFTSO>2.0.ZU;2-8
Abstract
A new method has been developed for regiospecific conversion of substi tuted anilines to isatins. The method utilizes the reaction of an orth o-lithiated, protected aniline derivative with diethyl oxalate to furn ish an alpha-ketoester. Hydrolytic deprotection of the amino moiety is accompanied by cyclization to provide the isatin.