Air-Driven Potassium Iodide-Mediated Oxidative Photocyclization of Stilbene Derivatives

• DOI: 10.1021/acs.joc.6b01450
• Publication Date: 2016-08-10T13:12:09Z
• Authors: Tomoya Matsushima; Sayaka Kobayashi; Soichiro Watanabe
• Keywords: 01 natural sciences; 0104 chemical sciences

A new method has been developed for the potassium iodide-mediated oxidative photocyclization of stilbene derivatives. Compared with conventional iodine-mediated oxidative photocyclization reactions, this new method requires shorter reaction times and affords cyclized products in yields of 45-97%. This reaction proceeds with a catalytic amount of potassium iodide and works in an air-driven manner without the addition of an external scavenger. The radical-mediated oxidative photocyclization of stilbene derivatives using TEMPO was also investigated.