Copper-Catalyzed Dearomative trans-1,2-Carboamination

被引：4

作者：

Davis, Christopher W. ^{[1
]}

Li, Yanrong ^{[1
]}

Zhang, Yu ^{[2
]}

Siddiqi, Zohaib ^{[1
]}

Liu, Peng ^{[2
]}

Sarlah, David ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

[2] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

来源：

ACS CATALYSIS | 2024年 / 14卷 / 13期

关键词：

arenes; arenophiles; dearomatization; copper; Grignard reagent; carboamination; photochemistry; ALLYLIC SUBSTITUTION; CONJUGATE ADDITION; BIRCH REDUCTION; ALLYLATION; REAGENTS; LIGANDS; NICKEL;

D O I：

10.1021/acscatal.4c02656

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

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.

引用

页码：10132 / 10137

页数：6

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