A novel C–C radical–radical coupling reaction promoted by visible light: facile synthesis of 6-substituted N-methyl 5,6-dihydrobenzophenanthridine alkaloids?
RSC Advances Pub Date: 2016-05-17 DOI: 10.1039/C6RA05927A
Abstract
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 α-amino C-radical is generated at the 6-position of N-methyl 5,6-dihydrobenzophenanthridine which is capable of coupling with α-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.
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Journal Name：RSC Advances
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CAS no.: 89640-58-4
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