Synthesis of [60]fullerene-fused tetrahydroazepinones and azepinonimines via Cu(OAc)2-promoted N-heteroannulation reaction.
A convenient and efficient Cu(OAc)2-mediated N-heteroannulation reaction of [60]fullerene with N-sulfonylated o-amino-aromatic methyl ketones or O-alkyl oximes has been reported for the synthesis of novel and scarce [60]fullerene-fused tetrahydroazepinones and -azepinonimines in a highly selective manner. Moreover, a possible mechanism involving two pathways is proposed on the basis of the experimental observations.
Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University , Xinxiang, Henan 453007, P. R. China.
Tong-Xin
TX
Liu
Zhenbei
Z
Zhang
Qingfeng
Q
Liu
Pengling
P
Zhang
Penghao
P
Jia
Zhiguo
Z
Zhang
Guisheng
G
Zhang
D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry*; D037741:Fullerenes / Q000737:chemistry*; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010091:Oximes / Q000138:chemical synthesis
D001381:Azepines; D037741:Fullerenes; D007097:Imines; D007659:Ketones; D010091:Oximes