An efficient conversion of 5-nitroisatin into 5-nitroindole derivative

Authors
Torisawa, Y Nishi, T Minamikawa, J
Citation
Y. Torisawa et al., An efficient conversion of 5-nitroisatin into 5-nitroindole derivative, BIOORG MED, 11(6), 2001, pp. 829-832
Citations number
18
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
11
Issue
6
Year of publication
2001
Pages
829 - 832
Database
ISI
SICI code
0960-894X(20010326)11:6<829:AECO5I>2.0.ZU;2-P
Abstract
Our process research on OPC-35564 revealed that a mixed borohydride reducin g agent (ZrCl4/NaBH4) in DME (Itsuno system) afforded a rapid and direct co nversion of N-alkyl-nitroisatin into nitroindole nucleus. Comparison with o ther reducing agents indicated the superiority of the present system and th e key function of ZrCl4. For the manipulation of base-labile isatin, a usef ul procedure for its N-alkylation using Cu2CO3 is also presented. (C) 2001 Elsevier Science Ltd. All rights reserved.