Decatungstate-Catalyzed Hydrosilylation of α-Trifluoromethylalkenes for Construction of α-Trifluoromethyl-β-silanes

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-18 DOI:10.1021/acs.orglett.5c00796

Rui Xiao, Yutong Lang, Ziqiang Cheng, Liejin Zhou, Zhong-Yan Cao, Zheliang Yuan, Yanan Wang

引用次数: 0

Abstract

The hydrosilylation of alkenes is a pivotal transformation for the synthesis of organosilanes; however, the hydrosilylation of fluorine-containing alkenes is limited due to the facile β-fluoride elimination. Herein, by employing the direct hydrogen atom transfer (HAT) catalyst, tetrabutylammonium decatungstate (TBADT), and using disulfide as a co-catalyst, we have successfully developed a mild photocatalytic hydrosilylation of α-trifluoromethylalkenes for the synthesis of α-trifluoromethyl-β-silanes. Our method features mild conditions, good regioselectivity, and compatibility. The β-fluoride elimination was fully inhibited. A radical mechanism was proposed based on the preliminary results.

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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.