Bibliographic Information
An Expeditious One-Pot Synthesis of N-Substituted 6-Nitroindoles from
Indolines. Laconde, Guillaume; Carato, Pascal;
Poupaert, Jacques H.; Berthelot, Pascal; Depreux, Patrick; Henichart,
Jean-Pierre. Institut de Chimie Pharmaceutique Albert
Lespagnol, Lille, Fr. Monatshefte fuer
Chemie (2003), 134(7), 1037-1043. CODEN:
MOCMB7 ISSN: 0026-9247. Journal written in
English. CAN 140:93872 AN
2003:449208 CAPLUS
Abstract
This paper reports an one-pot method for the concomitant alkylation -
oxidn. (aromatization) of indolines, particularly effective to get easy
access to N-alkyl-6-nitroindoles, which are useful platforms in
medicinal chem. N-alkyl-6-nitroindoles are obtained in good yield
(64-91%) by reaction at room temp. in non-degassed DMF of
6-nitroindoline, an alkyl halide, and NaH as base. The presence
of NaH appears to be essential for a high yield conversion.
Indexing -- Section 27-11 (Heterocyclic Compounds (One Hetero
Atom)