University of Bordeaux , Institute of Molecular Sciences, UMR-CNRS 5255, 351 Cours de la Libération, 33405 Talence, France.
Org Lett. 2017 Jul 7;19(13):3652-3655. doi: 10.1021/acs.orglett.7b01651. Epub 2017 Jun 28.
Visible-light-promoted addition of α-bromoacetophenones onto the cyclopropene π-system in the presence of the fac-Ir(ppy) catalyst was shown to afford the corresponding 1(4H)-naphthalenones. The syn-carboarylation of the cyclopropene is followed by a cyclopropane ring opening under the basic conditions, allowing the formation of two C-C bonds and the generation of 1(4H)-naphthalenones bearing an all-carbon benzylic quaternary stereocenter.
在 fac-Ir(ppy) 催化剂的存在下,可见光促进的 α-溴代苯乙酮与环丙烯π-体系的加成反应得到相应的 1(4H)-萘满酮。环丙烯的顺式碳芳基化反应后,在碱性条件下开环,形成两个 C-C 键,并生成带有全碳苄基季碳立体中心的 1(4H)-萘满酮。