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
收藏
页码：4000 / 4004
页数：5
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