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DOI: 10.1055/a-1533-3823
Synthesis of Depsipeptides via Isocyanide-Based Consecutive Bargellini–Passerini Multicomponent Reactions
This work has been supported by the Research Council of Shahid Beheshti University and the RUDN University Strategic Academic Leadership Program (A. Shaabani).
Abstract
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.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1533-3823.
- Supporting Information
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Publication History
Received: 18 May 2021
Accepted after revision: 18 June 2021
Accepted Manuscript online:
22 June 2021
Article published online:
07 July 2021
© 2021. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)
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