Direct C-H Carboxylation with Carbon Dioxide Using 1,2,3-Triazol-5-ylidene Copper(I) Complexes

被引:129
|
作者
Inomata, Hiroshi [1 ]
Ogata, Kenichi [1 ]
Fukuzawa, Shin-ichi [1 ]
Hou, Zhaomin [2 ,3 ]
机构
[1] Chuo Univ, Dept Appl Chem, Inst Sci Engn, Bunkyo Ku, Tokyo 1128551, Japan
[2] RIKEN, Adv Sci Inst, Organometall Chem Lab, Wako, Saitama 3510198, Japan
[3] RIKEN, Adv Sci Inst, Adv Catalyst Res Team, Wako, Saitama 3510198, Japan
基金
日本学术振兴会;
关键词
CATALYZED DIRECT CARBOXYLATION; CARBENE LIGANDS; ESTERS; BONDS; TRANSFORMATION; MECHANISM; REAGENTS; DFT; CO2;
D O I
10.1021/ol301760n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,2,3-Triazol-5-ylidene copper(I) complexes (tzNHC-Cu) efficiently catalyzed the direct C-H carboxylation of benzoxazole and benzothiazole derivatives with CO2 to give the corresponding esters in excellent yields after treatment with alkyl iodide. The tzNHC copper(I) complex, i.e., [(TPr)CuCl], worked somewhat more effectively than the corresponding imidazol-2-ylidene copper(I) complex [(IPr)CuCl] to give the carboxylation product in higher yields.
引用
收藏
页码:3986 / 3989
页数:4
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