Oxidatively sonochemical dealkylation of various N-alkylsulfonamides to free sulfonamides and aldehydes

Citation
M. Katohgi et H. Togo, Oxidatively sonochemical dealkylation of various N-alkylsulfonamides to free sulfonamides and aldehydes, TETRAHEDRON, 57(35), 2001, pp. 7481-7486
Citations number
83
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
35
Year of publication
2001
Pages
7481 - 7486
Database
ISI
SICI code
0040-4020(20010827)57:35<7481:OSDOVN>2.0.ZU;2-D
Abstract
Various N-alkylsulfonamides were easily dealkylated to give the correspondi ng free sulfonamides in moderate to good yields in the presence of (diaceto xyiodo)benzene and iodine under ultrasonic irradiation. Application of this methodology to various AT-protected alkylamines with sulfonyl, phosphonyl, and acyl groups was carried out, and the oxidative conversion occurred onl y in N-sulfonyl-protected phenylalkylamines to give the corresponding aldeh ydes together with free sulfonamides in moderate to good yields. (C) 2001 E lsevier Science Ltd. All rights reserved.