Controllable chemoselectivity in visible-light photoredox catalysis : four diverse aerobic radical cascade reactions

• Main Authors: Liu, Xinfei, Ye, Xinyi, Bureš, Filip, Liu, Hongjun, Jiang, Zhiyong
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2015
• Subjects: DRNTU::Science::Chemistry::Physical chemistry::Catalysis
• Online Access: https://hdl.handle.net/10356/97190; http://hdl.handle.net/10220/38513
• Institution: Nanyang Technological University

Reported is the controllable selectivity syntheses of four distinct products from the same starting materials by visible-light photoredox catalysis. By employing a dicyanopyrazine-derived chromophore (DPZ) as photoredox catalyst, an aerobic radical mechanism has been developed, and allows the reactions of N-tetrahydroisoquinolines (THIQs) with N-itaconimides to through four different pathways, including addition-cyclization, addition-elimination, addition-coupling, and addition-protonation, with satisfactory chemoselectivity. The current strategy provide straightforward access to four different but valuable N-heterocyclic adducts in moderate to excellent yields.