C-O Activation by a Rhodium Bis(N-Heterocyclic Carbene) Catalyst: Aryl Carbamates as Arylating Reagents in Directed C-H Arylation

被引:34
|
作者
Tobisu, Mamoru [2 ]
Yasui, Kosuke [1 ]
Aihara, Yoshinori [1 ]
Chatani, Naoto [1 ]
机构
[1] Osaka Univ, Dept Appl Chem, Fac Engn, Suita, Osaka 5650871, Japan
[2] Osaka Univ, Grad Sch Engn, Ctr Atom & Mol Technol, Suita, Osaka 5650871, Japan
关键词
arylation; C-H activation; C-O activation; N-heterocyclic carbenes; rhodium; CROSS-COUPLINGS; CLEAVAGE; ETHERS; ANISOLES; FUNCTIONALIZATION; REACTIVITY; AMINATION; KETONES; AZOLES; NI;
D O I
10.1002/anie.201610409
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Despite recent progress in the catalytic transformation of inert phenol derivatives as alternatives to aryl halides and triflates, attempts at the cross-coupling of inert phenol derivatives with the C-H bonds of arenes have met with limited success. Herein, we report the rhodium-catalyzed cross-coupling of aryl carbamates with arenes bearing a convertible directing group. The key to success is the use of an in situ generated rhodium bis(N-heterocyclic carbene) species as the catalyst, which can promote activation of the inert C(sp(2))-O bond in aryl carbamates.
引用
收藏
页码:1877 / 1880
页数:4
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