Metal-free oxidative functionalization of a C(sp(3))-H bond adjacent to nitrogen and intramolecular aromatic cyclization for the preparation of 6-amidophenanthridines.
A metal-free cyclization reaction of 2-isocyanobiphenyls with amide derivatives by using tert-butyl peroxybenzoate (TBPB) as oxidant was developed, which provided an access to pharmacologically interesting 6-amidophenanthridine compounds. The reactions proceeded through a sequence of functionalization of the C(sp(3))-H bond adjacent to the nitrogen atom and intramolecular radical aromatic cyclization with good chemistry yields.
†School of Chemistry and Chemical Engineering and ‡State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, People's Republic of China.
Hong
H
Fang
†School of Chemistry and Chemical Engineering and ‡State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, People's Republic of China.
Jincan
J
Zhao
†School of Chemistry and Chemical Engineering and ‡State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, People's Republic of China.
Shengyang
S
Ni
†School of Chemistry and Chemical Engineering and ‡State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, People's Republic of China.
Haibo
H
Mei
†School of Chemistry and Chemical Engineering and ‡State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, People's Republic of China.
Jianlin
J
Han
†School of Chemistry and Chemical Engineering and ‡State Key laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, People's Republic of China.
Yi
Y
Pan