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Microwave accelerated Castagnoli-Cushman reaction: Synthesis of novel 6,7,8,9-tetrahydropyrido[3′,2′:4,5]pyrrolo[1,2-a]pyrazines.

Authors :
Vytla, Devaiah
Shaw, Parinita
Velayuthaperumal, Rajeswari
Emmadi, Jithendra
Mathur, Arvind
Roy, Amrita
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Mar2021, Vol. 68, pN.PAG-N.PAG. 1p.
Publication Year :
2021

Abstract

[Display omitted] • 6,7,8,9-Tetrahydropyrido[3′,2′:4,5]pyrrolo[1,2- a ]pyrazines cores are featured in many bioactive compounds. • A novel approach to these privileged cores is described. • Microwave irradiation enriched Castagnoli-Cushman Reaction effectiveness and faster reaction times. • It involves the use of azaindole dicarboxylic acid and acetic anyhydride. • It dehydrates the diacid into its cyclic anyhdride which enters the Castagnoli-Cushman Reaction. The Castagnoli-Cushman reaction of various azaindole dicarboxylic acids with imines using acetic anhydride as a dehydrating agent was significantly accelerated by microwave irradiation. The reaction conditions offer a convenient preparation of novel 6,7,8,9-tetrahydropyrido[3′,2′:4,5]pyrrolo[1,2- a ]pyrazines in moderate to good yields with good trans stereoselectivity. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00404039
Volume :
68
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
149364652
Full Text :
https://doi.org/10.1016/j.tetlet.2021.152943