Enantioselective Synthesis of Triarylmethanes via Intermolecular C-H Functionalization of Cyclohexadienes with Diaryldiazomethanes

被引：8

作者：

Lee, Maizie ^{[1
]}

Davies, Huw M. L. ^{[1
]}

机构：

[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 22期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

INSERTION REACTIONS; DIRHODIUM TETRACARBOXYLATES; ASYMMETRIC-SYNTHESIS; SELECTIVITY; CATALYSTS;

D O I：

10.1021/acs.orglett.3c00845

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rhodium-catalyzed C-H functionalization of cyclohexadiene derivatives with diaryldiazomethanes followed by oxidation with DDQ provides ready access to triarylmethanes. Two chiral dirhodium tetracarboxylates, Rh-2(S-PTAD)(4) and Rh-2(S-TPPTTL)(4), were found to be the optimum chiral catalysts for these transformations. This method showcases the ability of diaryldiazomethanes to perform intermolecular C-H insertion with high enantioselectivity and good yields. The method has a broad substrate scope, leading to triarylmethane products with a variety of aryl and heteroaryl substituents, including benzofuran and pyridine heterocycles. [GRAPHICS]

引用

页码：4000 / 4004

页数：5

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