Copper-Catalyzed Dearomative trans-1,2-Carboamination

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL ACS Catalysis Pub Date : 2024-06-20 DOI:10.1021/acscatal.4c02656

Christopher W. Davis, Yanrong Li, Yu Zhang, Zohaib Siddiqi, Peng Liu* and David Sarlah*,

引用次数: 0

Abstract

We have achieved the arenophile-mediated, copper-catalyzed dearomative trans-1,2-carboamination of nonactivated arenes with alkyl organometallic nucleophiles. This simple and practical procedure was used to prepare diverse, stereochemically rich alkylated cyclohexadienes from readily available arenes. Synthetic utility was demonstrated through the rapid preparation of complex small molecules difficult to access by conventional routes. Finally, we conducted DFT studies to explore the catalytic process, including a study of the reaction pathway and an examination of the divergent regioselectivity observed with substituted arenes.

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铜催化的反式-1,2-羧化反应

我们实现了以烷基有机金属亲核物为壬基亲核物介导、铜催化的非活化烷烃脱芳反式-1,2-羧基化反应。利用这一简单实用的程序，可以从现成的烷烃中制备出多种立体化学丰富的烷基化环己二烯。通过快速制备传统方法难以制备的复杂小分子，证明了该方法的合成效用。最后，我们进行了 DFT 研究，以探索催化过程，包括研究反应途径和考察取代炔烃后观察到的不同区域选择性。

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

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.