Post-Ugi Acid-Catalyzed Fragmentation and Trapping: An Unprecedented Approach towards Novel Bis(indolyl)acetamides

Author:

Modha Sachin G.1ORCID,Bhoraniya Rinkal B.1,Desai Shiv R.1ORCID,Koladiya Mahesh,Bhopekar Vidhi V.1,Patel Swati H.1

Affiliation:

1. Laboratory of Organic Chemistry, Tarsadia Institute of Chemical Science, Uka Tarsadia University

Abstract

AbstractAn unprecedented post-Ugi Brønsted acid catalyzed fragmentation followed by in situ trapping of the alkylideneindolenine intermediate by indole nucleophiles was developed to furnish novel bis(indolyl)acetamides. The amide fragment formed during this acid-catalyzed fragmentation of the Ugi adduct was also isolated and characterized. The carboxylic acid and amine components of the Ugi reaction were carefully chosen to permit a simple water wash for the removal of the amide fragment to obtain the desired bis(indolyl)acetamides in a pure form.

Funder

Government of Gujarat

Publisher

Georg Thieme Verlag KG

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