A CONVENIENT MODIFICATION OF THE GASSMAN OXINDOLE SYNTHESIS

Authors
WRIGHT SW MCCLURE LD HAGEMAN DL
Citation
Sw. Wright et al., A CONVENIENT MODIFICATION OF THE GASSMAN OXINDOLE SYNTHESIS, Tetrahedron letters, 37(27), 1996, pp. 4631-4634
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
27
Year of publication
1996
Pages
4631 - 4634
Database
ISI
SICI code
0040-4039(1996)37:27<4631:ACMOTG>2.0.ZU;2-N
Abstract
A modification of the Gassman oxindole synthesis is described that pro ceeds from anilines and ethyl (methylsulfinyl)acelate, using oxalyl ch loride to activate the sulfoxide to facilitate the formation of the ke y N - S bonded intermediate. This procedure is particularly convenient for reactions carried out on smaller scales and for anilines that are susceptible to electrophilic halogenation. Copyright (C) 1996 Elsevie r Science Ltd