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Anticancer-active 3,4-diarylthiolated maleimides synthesis via three-component radical diarylthiolation.

ABSTRACT: Herein, we report an efficient and simple copper-catalyzed oxidative diarylthiolation of maleimides with sulfur powder and aryl boronic acids, in which S powder was used as a substrate and internal oxidant. The corresponding double C-S bonds coupling products were obtained in moderate to high yields under a simple catalytic system. Mechanistic studies indicated that copper-catalyzed radical thiolation of aryl boronic acids with S powder, and the resulting arylthiyl underwent radical addition with double bonds of maleimides.

SUBMITTER: Wang L

PROVIDER: S-EPMC9732252 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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Anticancer-active 3,4-diarylthiolated maleimides synthesis <i>via</i> three-component radical diarylthiolation.

Wang Limei L Li Zhuo Z Ma Zhehan Z Xia Kedi K Wang Wenyu W Yu Wenchang W

Frontiers in chemistry 20221125

Herein, we report an efficient and simple copper-catalyzed oxidative diarylthiolation of maleimides with sulfur powder and aryl boronic acids, in which S powder was used as a substrate and internal oxidant. The corresponding double C-S bonds coupling products were obtained in moderate to high yields under a simple catalytic system. Mechanistic studies indicated that copper-catalyzed radical thiolation of aryl boronic acids with S powder, and the resulting arylthiyl underwent radical addition wit ...[more]

PMID: 36505738

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