Rh[III]-Catalyzed C-H Amidation Using Aroyloxycarbamates To Give N-Boc Protected Arylamines

被引:153
作者
Grohmann, Christoph [1 ]
Wang, Honggen [1 ]
Glorius, Frank [1 ]
机构
[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
基金
欧洲研究理事会;
关键词
CATALYZED DIRECT AMINATION; BOND FORMATION; BORONIC ACIDS; RHODIUM; FUNCTIONALIZATION; ARENES; ACTIVATION; MECHANISM; ALKYNES; AZOLES;
D O I
10.1021/ol401209f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Rh(III)-catalyzed amidation of C(sp(2))-H bonds by the use of electron-deficient aroyloxycarbamates as efficient electrophilic amidation partners is reported. The reaction proceeded under mild conditions with broad functional group tolerance, and pyridine and O-methyl hydroxamic acids serve as efficient directing groups, giving access to valuable N-Boc protected arylamines (also Fmoc and Cbz). Preliminary mechanistic experiments are discussed.
引用
收藏
页码:3014 / 3017
页数:4
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