nhc - bh3介导的磺酰肼还原成二硫化物及其与氯藻碱的进一步交叉偶联及其生物活性

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-02-17 DOI:10.1021/acs.joc.4c0263810.1021/acs.joc.4c02638

Wenjun Zhou, Liyuan Le, Youwen Chen*, Wuxing Xie, Yi Chen*, Shuang-Feng Yin and Renhua Qiu*,

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引用次数: 0

摘要

提出了一种以无臭磺酰肼为原料，nhc - bh3催化一步合成二硫化物和硫化氢的新方法。该方案可耐受各种官能团以及杂环化合物。机理研究表明，NHC-BH3具有两个作用：(1)将磺酰肼还原为二硫化物；(2)促进氯辉碱与二硫化物的交叉偶联。合成的硫化氢对4T1和MDA-MB-231癌细胞也表现出令人满意的抗癌活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

NHC-BH3-Mediated Reduction of Sulfonyl Hydrazides into Disulfides and Further Cross-Coupling with Chlorostibine and Bioactivities

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NHC-BH3-Mediated Reduction of Sulfonyl Hydrazides into Disulfides and Further Cross-Coupling with Chlorostibine and Bioactivities

This paper presents a novel NHC-BH₃-promoted one-step synthesis of disulfides and stibine sulfides using odorless sulfonyl hydrazides. The protocol tolerates various functional groups as well as heterocyclic compounds. Mechanistic studies show that NHC-BH₃ plays two roles: (1) reducing sulfonyl hydrazides into disulfides and (2) promoting the cross-coupling of chlorostibine with the disulfides. The synthesized stibine sulfides also exhibit satisfactory anticancer activity against 4T1 and MDA-MB-231 cancerous cells.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.