Diethylamine: a smart organocatalyst in eco-safe and diastereoselective synthesis of medicinally privileged 2-amino-4H-chromenes at ambient temperature

TitleDiethylamine: a smart organocatalyst in eco-safe and diastereoselective synthesis of medicinally privileged 2-amino-4H-chromenes at ambient temperature
Publication TypeJournal Article
Year of Publication2013
AuthorsKulkarni, MA, Pandit, KS, Desai, UV, Lad, UP, Wadgaonkar, PP
JournalComptes Rendus Chimie
Volume16
Issue8
Pagination689-695
Date PublishedAUG
ISSN1631-0748
Keywords2-amino-4H-chromenes, Active methylene compounds (C-H acids), diethylamine, multicomponent reactions, organocatalyst
Abstract

Diethylamine has been demonstrated to be an efficient organocatalyst in the diastereoselective synthesis of Bcl-2 protein antagonist (HA-14-1) and of its structural analogues by one-pot condensation between salicylaldehyde and three different C-H acids, viz, ethyl cyanoacetate, phenylsulfonyl acetonitrile, and malononitrile. Easy commercial availability of the catalyst at extremely low cost and avoidance of conventional work-up as well as purification procedures qualifies this scalable protocol for a ``near-ideal synthesis''. (c) 2013 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.

DOI10.1016/j.crci.2013.02.016
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

1.49

Divison category: 
Polymer Science & Engineering