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.