Palladium(II)-Catalyzed Mono- and Bis-alkenylation of N-Acetyl-2-aminobiaryls through Regioselective C-H Bond Activation

被引:18
作者
Annamalai, Pratheepkumar [1 ]
Hsu, Kou-Chi [1 ]
Raju, Selvam [1 ]
Hsiao, Huan-Chang [1 ]
Chou, Chih-Wei [1 ]
Lin, Gu-Ying [1 ]
Hsieh, Cheng-Ming [1 ]
Chen, Pei-Ling [2 ]
Liu, Yi-Hung [3 ]
Chuang, Shih-Ching [1 ]
机构
[1] Natl Chiao Tung Univ, Dept Appl Chem, Hsinchu 30013, Taiwan
[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
[3] Natl Taiwan Univ, Instrumentat Ctr, Taipei 30010, Taiwan
关键词
ONE-POT SYNTHESIS; DIRECTING-GROUP; O-ARYLANILINES; ARYL IODIDES; ANNULATION; ARYLATION; INDOLES; ALKYNES; OLEFINATION; ALKYLATION;
D O I
10.1021/acs.joc.8b00194
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We developed palladium-catalyzed oxidative coupling of olefins with N-acyl 2-aminobiaryls through a sequence of ortho C-H bond activation/alkene insertion/reductive elimination. Furthermore, we controlled the selectivity of mono- and bis-alkenylation products with the solvent effect. The developed protocol was promising for a broad substrate scope ranging from activated olefins with a wide variety of functional groups to unactivated olefins.
引用
收藏
页码:3840 / 3856
页数:17
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