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Synthesis of 2-iminothiazolidin-4-ones via copper-catalyzed [2 + 1 + 2] tandem annulation.

ABSTRACT: In this paper, an efficient synthesis of 2-iminothiazolidin-4-ones through a copper-catalyzed tandem annulation reaction of alkyl amines, isothiocyanates and diazo acetates is presented. Notable advantages of this [2 + 1 + 2] cyclization methodology include readily accessible starting materials, simple operation, mild reaction conditions, high yields, step-economy and diverse functional group tolerance. In addition, the reaction is applicable to the gram scale synthesis and the preparation of bioactive molecules.

SUBMITTER: Zhao M

PROVIDER: S-EPMC9834997 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

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Synthesis of 2-iminothiazolidin-4-ones <i>via</i> copper-catalyzed [2 + 1 + 2] tandem annulation.

Zhao Mingming M Guo Yiming Y Wang Qi Q Liu Lanqi L Zhang Shujie S Guo Wei W Wu Lin-Ping LP Qiu Fayang G FG

RSC advances 20230112 4

In this paper, an efficient synthesis of 2-iminothiazolidin-4-ones through a copper-catalyzed tandem annulation reaction of alkyl amines, isothiocyanates and diazo acetates is presented. Notable advantages of this [2 + 1 + 2] cyclization methodology include readily accessible starting materials, simple operation, mild reaction conditions, high yields, step-economy and diverse functional group tolerance. In addition, the reaction is applicable to the gram scale synthesis and the preparation of bi ...[more]

PMID: 36741140

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