||Assembly of a Benzo-Fused Bridged Ketone Scaffold from 1,5,10-Enediynes through One-Pot Ruthenium-Catalyzed Cyclization/Iodine-Mediated Oxidative Ring Expansion
Yamamoto, Yoshihiko ,
Nishimura, Kei-ichiro ,
Mori, ShotaShibuya, Masatoshi
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
5497 , 2017-05-08 , Wiley
In the presence of a cationic Ru catalyst, 1,6-diynes bearing a terminal styryl moiety underwent [2+2+2] cyclization to produce dehydrobiphenylenes fused with a five-membered ring. Although the cycloadducts were unstable toward purification, their one-pot iodine-mediated ring expansion successfully afforded unprecedented bridged ketone products containing a benzo-fused bicyclo[3.2.1] framework.