N BOND FORMATION;
AMINATION;
AMIDATION;
ARYLATION;
FUNCTIONALIZATION;
C(SP(3))-H;
MECHANISM;
INSIGHTS;
INDOLES;
ARENES;
D O I:
10.1021/ol501037j
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A Cu-catalyzed intramolecular C-H amination for the synthesis of carbazoles has been developed. The key to success is the installation of the picolinamide-based directing group, which is spontaneously removed after the coupling event. The Cu catalysis proceeded smoothly under Pd- and I(III)-free conditions, and its mild oxidation aptitude enables the rapid and concise construction of heteroatom-incorporated carbazole core pi-systems.