State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering , Lanzhou University , Lanzhou , Gansu 730000 , China.
State Key Laboratory of Coordination Chemistry, Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering , Nanjing University , Nanjing 210093 , China.
Org Lett. 2018 Jun 15;20(12):3465-3468. doi: 10.1021/acs.orglett.8b01180. Epub 2018 Jun 6.
A Sc(OTf)-catalyzed formal acylcyanation of electron-rich alkynes for the efficient synthesis of fully-substituted acrylonitriles is described. By means of alkyne carbonyl metathesis, the reaction features mild conditions, high regio- and stereoselectivity, and a broad scope. The strong preference of the nitrile group for inward rotation in the torquoselective ring opening of the oxetane intermediate determines the remarkable Z selectivity of this process.
一种 Sc(OTf)-催化的富电子炔烃的形式酰基氰化反应，用于高效合成全取代丙烯腈。通过炔烃羰基复分解反应，该反应具有温和的条件、高区域和立体选择性以及广泛的适用范围。腈基在扭转选择性开环中环丁烷中间体中对内旋转的强烈偏好决定了这个过程显著的 Z 选择性。
