Rh(II)-catalyzed Intermolecular Benzylic C(sp3)-H Alkylation of Methyl-substituted Arenes by N-Aryl-α-diazo-β-amidoesters

被引：1

作者：

Yuan, Shaoren ^{[1
]}

McLaren, Eric J. ^{[1
]}

France, Stefan ^{[1
,2
]}

机构：

[1] Georgia Inst Technol, Sch Chem & Biochem, Atlanta, GA 30332 USA

[2] Georgia Inst Technol, Parker H Petit Inst Bioengn & Biosci, Atlanta, GA 30332 USA

来源：

CHEMCATCHEM | 2022年 / 14卷 / 11期

基金：

美国国家科学基金会;

关键词：

C-H functionalization; dirhodium carbenes; diazo compounds; orthogonality; 1,3-dicarbonyl compounds; PREDICTIVE MODEL; CARBENE; SECONDARY; INSERTION; BONDS;

D O I：

10.1002/cctc.202101977

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：

Herein, a general approach to intermolecular benzylic C(sp(3)) H alkylation of methyl-substituted arenes is reported using metal carbenes derived from N-aryl-alpha-diazo-beta-amidoesters and dirhodium catalysts. Alkylated products were formed in up to 81 % yield with demonstrated functional group tolerance, outpacing previous literature. The unique amide-ester scaffolding can be exploited through various derivatizations for broad synthetic utility and provides a starting point for the development of selectivity rules and reactivity profiles for these intermolecular C(sp(3)) H functionalizations.

引用

页数：6

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