Iodine-Catalyzed One-Pot Multicomponent Synthesis of Pyrrolo/indolo[1,2-a]quinoxalines Substituted with ortho-Carbonyl Alkyl Benzoates/Benzoic Acids via Spirocyclic Ring Opening-Reference-Cited by-同舟云学术

Iodine-Catalyzed One-Pot Multicomponent Synthesis of Pyrrolo/indolo[1,2-a]quinoxalines Substituted with ortho-Carbonyl Alkyl Benzoates/Benzoic Acids via Spirocyclic Ring Opening

Published:2023-01-03 Issue:13 Volume:34 Page:1616-1620
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Raghunadh Akula¹,Simhachalam Gorle¹²,Rao L. Vaikunta²,Samsonu Dasi³

Affiliation:

1. Technology Development Centre, APSL, Dr. Reddy’s Laboratories Ltd.

2. Department of Chemistry, GIS, GITAM (Deemed to be University)

3. Department of Chemistry, Andhra University

Abstract

AbstractAn efficient iodine-catalyzed cascade coupling protocol was developed for the synthesis of tetracyclic and pentacyclic pyrrolo[1,2-a]quinoxaline and indolo[1,2-a]quinoxaline derivatives via the iodine-mediated oxidative Pictet–Spengler reaction of 2-(1H-pyrrol-1-yl)aniline or 2-(1H-indol-1-yl)aniline with ninhydrin followed by spirocyclic ring opening with alcohol/water. The target compounds were obtained in good-to-excellent yields with a broad substrate scope.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-2006-4703.pdf

Reference43 articles.

1. New ferrocenic pyrrolo[1,2-a]quinoxaline derivatives: Synthesis, and in vitro antimalarial activity – Part II

2. Synthesis and biological evaluation of novel substituted pyrrolo[1,2-a]quinoxaline derivatives as inhibitors of the human protein kinase CK2

3. Synthesis of New Pyrrolo[1,2-a]quinoxaline Derivatives as Potential Inhibitors of Akt Kinase

4. Synthesis and evaluation of the antiproliferative activity of novel pyrrolo[1,2-a]quinoxaline derivatives, potential inhibitors of Akt kinase. Part II