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
收藏
页码：4248 / 4250
页数：3
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