Ruthenium(II)-Catalyzed Regioselective-Controlled Allenylation/Cyclization of Benzimides with Propargyl Alcohols

被引:42
作者
Anukumar, Adapa [1 ]
Tamizmani, Masilamani [1 ]
Jeganmohan, Masilamani [1 ]
机构
[1] Indian Inst Technol Madras, Dept Chem, Madras 600036, Tamil Nadu, India
关键词
H BOND ACTIVATION; OXIDATIVE CYCLIZATION; C-C; ALKYNES; ALKENES; BENZAMIDES; ARYLATION; NITRILES; FUNCTIONALIZATION; 1H-INDAZOLES;
D O I
10.1021/acs.joc.8b01123
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A ruthenium(II)-catalyzed cyclization of benzimidates with substituted propargyl alcohols to provide 3,4-disubstituted 1-alkoxy isoquinolines in a highly selective manner via the C-H allenylation is described. The proposed reaction mechanism of the ruthenium(II)-catalyzed cyclization reaction is strongly supported by the isolation of the key ruthenacycle intermediate, deuterium-labeling studies, and detailed DFT calculations including the transition states.
引用
收藏
页码:8567 / 8580
页数:14
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