Journal of Photochemistry and Photobiology A: Chemistry 355 (2018) 382–388 Contents lists available at ScienceDirect Journal of Photochemistry and Photobiology A: Chemistry journal home page : www.elsevier.com/locat e/jphotochem Invited feature article Visible light-promoted tandem azidation/cyclization of N-arylenamines towards quinoxalines Dianjun Li, Haichao Ma, Ying Li*, Wei Yu* State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, PR China A R T I C L E I N F O A B S T R A C T Article history: Received 7 June 2017 This paper reports that N-arylenamines can be converted into quinoxalines via tandem azidation/ Received in revised form 17 July 2017 intramolecular CH amination under visible light irradiation by using 1-azidyl-1,2-benziodoxole as the Accepted 31 July 2017 azidating agent. The substituent was found to have a critical inﬂuence on the reaction, and thus different Available online 1 August 2017 conditions were required to ﬁt the substrates of varied structural features. The conversion of N-aryl-3- arylenamine esters into the corresponding quinoxalines proceeded well under metal-free conditions, Keywords: whereas Cu(OAc) was required when N-aryl-3-triﬂuoromethyl enamine esters were used as the Azidation substrates. This method was also applied to the preparation of 2,3-diarylquinoxalines by using Ru CH
Journal of Photochemistry and Photobiology A: Chemistry – Elsevier
Published: Mar 15, 2018
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