PMID- 26212794 OWN - NLM STAT- MEDLINE DCOM- 20160516 LR - 20150919 IS - 1521-3773 (Electronic) IS - 1433-7851 (Linking) VI - 54 IP - 39 DP - 2015 Sep 21 TI - Controllable Chemoselectivity in Visible-Light Photoredox Catalysis: Four Diverse Aerobic Radical Cascade Reactions. PG - 11443-7 LID - 10.1002/anie.201505193 [doi] AB - 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. CI - (c) 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. FAU - Liu, Xinfei AU - Liu X AD - Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Jinming Campus, Kaifeng, Henan, 475004 (P.R. China). FAU - Ye, Xinyi AU - Ye X AD - Division of Chemistry and Biological Chemistry, Nanyang Technological University, 21 Nanyang Link, 637371 (Singapore). orgyxy@hotmail.com. FAU - Bures, Filip AU - Bures F AD - Institute of Organic Chemistry and Technology, University of Pardubice, Faculty of Chemical Technology, Studentska 573, Pardubice, 53210 (Czech Republic). FAU - Liu, Hongjun AU - Liu H AD - Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Jinming Campus, Kaifeng, Henan, 475004 (P.R. China). FAU - Jiang, Zhiyong AU - Jiang Z AD - Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Jinming Campus, Kaifeng, Henan, 475004 (P.R. China). chmjzy@henu.edu.cn. LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20150716 PL - Germany TA - Angew Chem Int Ed Engl JT - Angewandte Chemie (International ed. in English) JID - 0370543 RN - 0 (Free Radicals) SB - IM MH - Catalysis MH - Cycloaddition Reaction MH - Free Radicals/chemistry MH - *Light MH - Oxidation-Reduction OTO - NOTNLM OT - heterocycles OT - photochemisty OT - radicals OT - reaction mechanisms OT - synthetic methods EDAT- 2015/07/28 06:00 MHDA- 2016/05/18 06:00 CRDT- 2015/07/28 06:00 PHST- 2015/06/07 00:00 [received] PHST- 2015/06/19 00:00 [revised] PHST- 2015/07/28 06:00 [entrez] PHST- 2015/07/28 06:00 [pubmed] PHST- 2016/05/18 06:00 [medline] AID - 10.1002/anie.201505193 [doi] PST - ppublish SO - Angew Chem Int Ed Engl. 2015 Sep 21;54(39):11443-7. doi: 10.1002/anie.201505193. Epub 2015 Jul 16.