Affiliation:
1. Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry National Engineering Laboratory for Resource Development of Endangered Crude Drugs in Northwest of China School of Chemistry and Chemical Engineering Shaanxi Normal University Xi'an 710119 People's Republic of China
Abstract
AbstractA concise method for the synthesis furan and benzene fused 2‐tetralones via photo‐induced rearrangement of 2′‐(furan‐2‐yl)‐[1,1′‐biphenyl]‐4‐ols was developed. Under argon atmosphere and room temperature, 6,7‐dihydrophenanthro[9,10‐b]furan‐5(4H)‐ones were obtained by irradiating 2′‐(furan‐2‐yl)‐[1,1′‐biphenyl]‐4‐ols with a 254 nm UV lamp (64 W) in dichloromethane (DCM) for 1 hour. The reaction mechanism includes 6π‐electrocyclization, thermal suprafacial [1,5]‐H shift, double thermal suprafacial [1,3]‐H shift and keto‐enol isomerization.
Funder
National Natural Science Foundation of China