Litcius/Paper detail

Copper(II)-Mediated Ring Opening/Alkynylation of Tertiary Cyclopropanols by Using Nonmodified Terminal Alkynes

Buqing Cheng, Si‐Xuan Zhang, Yan-Ying Cui, Xue‐Qiang Chu, Weidong Rao, Haiyan Xu, Guo‐Zhi Han, Zhi‐Liang Shen

2020Organic Letters35 citationsDOI

Abstract

The copper(II)-mediated ring opening/alkynylation of cyclopropanol by employing inexpensive and commercially available terminal alkyne is developed. The reactions proceeded efficiently to afford synthetically useful alk-4-yn-1-ones in moderate to good yields with good functional group tolerance. Control experiments showed that the reaction presumably proceeds via the formation of intermediates of copper homoenolate and/or alkynylcopper species.

Topics & Concepts

ChemistryAlkynylationAlkyneRing (chemistry)Terminal (telecommunication)CopperFunctional groupCombinatorial chemistryOrganic chemistryCatalysisComputer networkPolymerComputer scienceCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsCatalytic C–H Functionalization Methods