Copper-Catalyzed Regioselective Dihydroboration of Alkynes to Construct gem-Diborylalkanes

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-20 DOI:10.1021/acs.orglett.5c00943

Wenke Dong, Zheming Liu, Minghao Zhang, Zhenyuan Zhang, Yihan Wei, Guanglu Liu, Wanxiang Zhao

引用次数: 0

Abstract

We develop herein an efficient copper-catalyzed dihydroboration of alkynes with HBpin to synthesize gem-diborylalkanes. This catalytic process features a broad substrate scope, good functional group tolerance, and excellent regioselectivity. Notably, the gram-scale reaction and further product derivatizations demonstrate the practicality of this protocol. Preliminary mechanistic studies indicate that the process involves the hydroboration of the alkyne and the vinylboronate intermediate.

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铜催化炔的区域选择性硼氢化反应制备宝石二硼烷

在此，我们开发了一种高效的铜催化炔与HBpin的二氢硼化反应来合成宝石二硼烷。该催化过程具有广泛的底物范围、良好的官能团耐受性和优异的区域选择性。值得注意的是，克级反应和进一步的产品衍生化证明了该方案的实用性。初步机理研究表明，该工艺涉及炔和乙烯基硼酸盐中间体的硼氢化反应。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.