Synthesis of γ-Iodo-allylic Diboronic Esters via Atom Transfer Radical Addition of (Diborylmethyl)iodide to Alkynes

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-11 DOI:10.1021/acs.orglett.5c00730

Kun Zhang, Junling Zhang, Qinqi He, Jiefeng Hu, Su Jing

引用次数: 0

Abstract

Herein, we disclose a manganese-catalyzed approach that enables the direct iododiborylcarbofunctionalization of alkynes with a (diboronmethyl)iodide under mild conditions. This approach grants access to a range of structurally unique and synthetically useful γ-iodine-substituted gem-bis(boronate)s, which have hitherto been inaccessible. This atom-economical strategy displays excellent functional-group tolerance, encompasses a wide range of applicable substrates, and demonstrates a high Z:E selectivity (up to 96:4).

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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.