Synthesis of Depsipeptides via Isocyanide-Based Consecutive Bargellini–Passerini Multicomponent Reactions

An efficient and straightforward approach has been established for the preparation of a new class of depsipeptide structures via isocyanide-based consecutive Bargellini–Passerini multicomponent reactions. 3-Carboxamido-isobutyric acids bearing an amide bond were obtained via Bargellini multicomponen...

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Bibliographic Details
Main Authors: Hassan Farhid, Mohammad Mahdi Rostami, Ahmad Shaabani, Behrouz Notash
Format: Article
Language:English
Published: Georg Thieme Verlag KG 2021-06-01
Series:SynOpen
Subjects:
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/a-1533-3823
Description
Summary:An efficient and straightforward approach has been established for the preparation of a new class of depsipeptide structures via isocyanide-based consecutive Bargellini–Passerini multicomponent reactions. 3-Carboxamido-isobutyric acids bearing an amide bond were obtained via Bargellini multicomponent reaction from isocyanides, acetone, and chloroform in the presence of sodium hydroxide. Next, via a Passerini multicomponent-reaction strategy, a new class of depsipeptides was synthesized using the Bargellini reaction products, isocyanides, and aldehydes. The depsipeptides thus prepared have more flexible structures than their pseudopeptidic analogues.
ISSN:2509-9396