Expedient Access to 2,3-Dihydropyridines from Unsaturated Oximes by Rh(III)-Catalyzed C-H Activation

被引：101

作者：

Romanov-Michailidis, Fedor ^{[1
]}

Sedillo, Kassandra F. ^{[1
]}

Neely, Jamie M. ^{[1
]}

Rovis, Tomislav ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 28期

基金：

瑞士国家科学基金会;

关键词：

BOND FORMATION; ASTERISK-RH; ALKYNES; DIHYDROPYRIDINES; DERIVATIVES; BENZAMIDES; CHEMISTRY; ALKENES; ESTERS;

D O I：

10.1021/jacs.5b04946

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

alpha,beta-Unsaturated - oxime pivalates are proposed to undergo reversible C(sp(2))-H insertion with cationic Rh (III) complexes to furnish five-membered metallacycles. In the presence of 1,1-disubstituted olefins, these species participate in irreversible migratory insertion to give, after reductive elimination, 2,3-dihydropyridine products in good yields. Catalytic hydrogenation can then be used to. convert these molecules into piperidines, which are important structural components of numerous pharmaceuticals.

引用

页码：8892 / 8895

页数：4

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