Ni‐Catalyzed Synthesis of Multisubstituted Allenes via Reductive Cross‐Coupling of Propargylic Acetates with Chlorohydrosilanes

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC
Xiaohui Yan , Hong Deng
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引用次数: 0

Abstract

This paper introduces an innovative strategy for the synthesis of multisubstituted allenes via nickel‐catalyzed reductive cross‐coupling reactions. The approach utilizes propargyl acetates and chlorosilanes to produce a variety of silyl‐substituted allenes. The reaction conditions are notably mild, and the process is characterized by high chemo‐ and regioselectivity, as well as an impressive substrate scope. Furthermore, the method can be readily extended to the use of chlorogermane and chlorostannane, facilitating the synthesis of germanium or stannium‐substituted allenes. This research not only offers a valuable strategy for the preparation of multisubstituted allenes but also significantly broadens the synthetic repertoire for the construction of highly functionalized molecules.

Abstract Image

丙炔乙酸酯与氯氢硅烷还原交叉偶联制备多取代烯的镍催化研究
传统的过渡金属催化的交叉偶联反应已被开发用于丙炔亲电试剂和各种亲核试剂合成烯。然而,通过还原交叉偶联构建烯的方法仍然是一个具有挑战性的课题。本文介绍了一种镍催化还原交叉偶联反应合成多取代烯的方法。该方法采用丙炔乙酸酯和氯硅烷合成一系列硅基取代烯。反应条件温和,具有较高的化学选择性和区域选择性,以及良好的底物普遍性。此外,该方法还可以推广到氯吉曼和氯锡烷,从而生成锗或锡取代烯。本研究为多取代烯的合成提供了一种有用的策略,并扩展了构建高功能化分子的合成工具箱。
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
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
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