Rh(i)- and Rh(ii)-catalyzed C-H alkylation of benzylamines with alkenes and its application in flow chemistry

被引:10
作者
Das, Amrita [1 ]
Chatani, Naoto [1 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
关键词
RHODIUM-CATALYZED ALKYLATION; AROMATIC AMIDES; BOND FUNCTIONALIZATION; POSSIBLE GENERATION; OXIDATIVE ADDITION; DIRECTING GROUPS; CARBENE COMPLEX; ACTIVATION; DERIVATIVES; PICOLINAMIDE;
D O I
10.1039/d0sc05813k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Rh-catalyzed C-H alkylation of benzylamines with alkenes using a picolinamide derivative as a directing group is reported. Both Rh(i) and Rh(ii) complexes can be used as active catalysts for this transformation. In addition, a flow set up was designed to successfully mimic this process under flow conditions. Several examples are presented under flow conditions and it was confirmed that a flow process is advantageous over a batch process. Deuterium labelling experiments were performed to elucidate the mechanism of the reaction, and the results indicated a possible carbene mechanism for this C-H alkylation process.
引用
收藏
页码:3202 / 3209
页数:8
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