Rhodium(III)-Catalyzed ortho Alkenylation of N-Phenoxyacetamides with N-Tosylhydrazones or Diazoesters through C-H Activation

被引:219
作者
Hu, Fangdong [1 ,2 ,3 ]
Xia, Ying [1 ,2 ]
Ye, Fei [1 ,2 ]
Liu, Zhenxing [1 ,2 ]
Ma, Chen [1 ,2 ,3 ]
Zhang, Yan [1 ,2 ]
Wang, Jianbo [1 ,2 ]
机构
[1] Peking Univ, Coll Chem, BNLMS, Beijing 100871, Peoples R China
[2] Peking Univ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China
[3] Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H activation; diazo compounds; homogeneous catalysis; metal-carbene complexes; migratory insertion; DIAZO-COMPOUNDS; BOND FORMATION; DIRHODIUM(II) CARBOXYLATES; INSERTION REACTIONS; DIRECTING GROUP; ALKYNES; FUNCTIONALIZATION; CONSTRUCTION; REACTIVITIES; ISOCYANATES;
D O I
10.1002/anie.201309650
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A coupling reaction of N-phenoxyacetamides with N-tosylhydrazones or diazoesters through Rh-III-catalyzed C-H activation is reported. In this reaction, ortho-alkenyl phenols were obtained in good yields and with excellent regio- and stereoselectivity. Rh-carbene migratory insertion is proposed as the key step in the reaction mechanism.
引用
收藏
页码:1364 / 1367
页数:4
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