One-Pot Sequential Alcohol Activation and Nickel-Catalyzed Cross-Electrophile Coupling with Chlorosilanes

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-31 DOI:10.1021/acs.orglett.5c00830

Xiaojie Liu, Biping Xu, Martin Oestreich

引用次数: 0

Abstract

A formal deoxygenative silylation of primary alcohols is reported. The one-pot procedure consists of an in situ bromination of the alcohol and a subsequent nickel-catalyzed cross-electrophile coupling of the formed alkyl bromide and various vinyl-substituted chlorosilanes. The key to success is the compatibility of the nickel catalysis as well as the chlorosilane electrophile with the byproducts of the preceding bromination step, especially with triphenylphosphine oxide likely acting as a weak ligand for the excess nickel catalyst used.

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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.