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Synthesis 2018; 50(05): 1123-1132
DOI: 10.1055/s-0036-1591873
DOI: 10.1055/s-0036-1591873
paper
Consecutive Multicomponent Reactions: Synthesis of 3-Acyl-4-alkynyl-Substituted 1,3-Thiazolidines
Further Information
Publication History
Received: 09 October 2017
Accepted after revision: 30 November 2017
Publication Date:
11 January 2018 (online)
‡ These authors contributed equally to this work.
Abstract
This work describes the synthesis of compounds containing thiazolidine and propargylamidic motifs. Their preparation follows a synthetic route containing two multicomponent reactions. First, the Asinger four-component reaction is used to prepare 3-thiazolines and 3-oxazolines. Secondly, these heterocyclic imines are converted into propargylamides by a copper-catalyzed three-component reaction using acyl chlorides and terminal alkynes. The synthetic route is characterized by mild conditions and many functional groups are tolerated. The formation of an unexpected α-alkynoxyamide is also presented.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591873.
- Supporting Information
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