A novel C-C radical-radical coupling reaction promoted by visible light: facile synthesis of 6-substituted N-methyl 5,6-dihydrobenzophenanthridine alkaloids
A novel C-C radical-radical coupling reaction promoted by visible light: facile synthesis of 6-substituted N-methyl 5,6-dihydrobenzophenanthridine alkaloids
复制标题
可见光促进的新型C-C自由基-自由基偶联反应:轻松合成6-取代N-甲基5,6-二氢苯并菲啶生物碱
DOI:
10.1039/c6ra05927a
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发表时间:
2016-01-01
期刊:
影响因子:
3.9
通讯作者:
Cheng, Pi
中科院分区:
文献类型:
--
作者:
Liu, Zhaoying;Huang, Yajun;Cheng, Pi
A novel photoredox-mediated direct intermolecular C-H functionalization of N-methyl 5,6-dihydrobenzophenanthridine is developed utilizing the visible light-induced reductive quenching pathway of photocatalyst Ir(ppy)(3). In the proposed coupling mechanism, an alpha-amino C-radical is generated at the 6-position of N-methyl 5,6-dihydrobenzophenanthridine which is capable of coupling with alpha-EWG (electron withdrawing group) substituted C-radicals. The utility of this methodology has been demonstrated via rapid access to the analogue of natural 6-substituted N-methyl 5,6-dihydrobenzophenanthridine alkaloids.