Direct Prenylation of Aromatic and α,β-Unsaturated Carboxamides via Iridium-Catalyzed C-H Oxidative Addition-Allene Insertion

被引：140

作者：

Zhang, Yong Jian ^{[1
]}

Skucas, Eduardas ^{[1
]}

Krische, Michael J. ^{[1
]}

机构：

[1] Univ Texas Austin, Dept Chem & Biochem, Austin, TX 78712 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 18期

关键词：

CARBON-HYDROGEN BONDS; ALLYL METAL REAGENTS; REVERSE PRENYLATION; ORGANIC-SYNTHESIS; DIRECT ARYLATION; TRYPROSTATIN-B; FUNCTIONALIZATION; ACTIVATION; COMPLEX; CLEAVAGE;

D O I：

10.1021/ol901759t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Exposure of aromatic carboxamides 1e-1m, heteroaromatic carboxamides in-1p, and alpha,beta-unsaturated carboxamides 1q-1s to 1,1-dimethylallene in the presence of the a cationic iridium complex derived from [Ir(cod)(2)]BAr4F and rac-BINAP results in direct C-H prenylation to furnish adducts 2e-2m, 2n-2p, and 2q-2s, respectively, in good isolated yields as single isomers.

引用

页码：4248 / 4250

页数：3

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