Visible Light-Induced Redox-Neutral Selenocyclization of ortho-Vinylanilides: Oxygen-Controlled Synthesis of 4H-3,1-Benzoxazines

초록

A visible-light-induced selenocyclization of ortho-vinylanilides to 4H-3,1-benzoxazines has been developed under controlled O-2 atmosphere. The low O-2 content in reaction medium promotes the aerobic selenol oxidation to diselenides for the full use of 2 equiv. selenyl radicals in a redox-neutral way, avoiding the aerobic oxidation of ortho-vinylanilides under higher O-2 content. The developed visible light-induced selenocyclization of ortho-vinylanilides utilizes only visible light with low O-2 content, eliminating the use of exogenous photocatalyst and chemical oxidant.

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