Photoredox/Nickel Dual-Catalytic Asymmetric Silylarylation of Alkenes

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-01-06 DOI:10.1021/acs.orglett.4c04570

Qiyang Yuan, Zhengrong Deng, Yi Wan, Yongqiang Zhang

引用次数: 0

Abstract

The efficient construction of chiral aryl-containing organosilicon frameworks via catalytic enantioselective three-component silylarylation of alkenes remains a great challenge. Herein, a photoredox/nickel dual-catalytic asymmetric protocol has been disclosed by using a chiral biimidazoline (BiIM) as the ligand, silylboranes as the silyl radical precursors, aryl bromides as the coupling partners, and morpholine as the promoter. Remarkably, the reaction features mild and green conditions, high reaction efficiency, and excellent enantioselectivity, enabling the facile synthesis of valuable chiral tropic acid and sila-isoflavanone structures.

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光氧化还原/镍双催化烯烃不对称硅芳基化反应

通过对映选择性烯烃三组分硅芳基化催化高效构建手性含芳基有机硅骨架仍然是一个巨大的挑战。本文以手性双咪唑啉（BiIM）为配体，硅硼烷为硅基前体，芳基溴为偶联体，啉为促进剂，建立了光氧化还原/镍双催化不对称方案。值得注意的是，该反应具有温和绿色、反应效率高、对映选择性好等特点，可方便地合成有价值的手性热带酸和硅异黄酮结构。

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.