Hydromagnesiation of 1,3‐Enynes by Magnesium Hydride for Synthesis of Tri‐ and Tetra‐substituted Allenes
Bin Wang, Yihang Li, Jia Pang, Kohei Watanabe, Ryo Takita, Shunsuke Chiba
Abstract
Abstract A protocol for regio‐controlled hydromagnesiation of 1,3‐enynes was developed using magnesium hydride that is generated in situ by solvothermal treatment of sodium hydride (NaH) and magnesium iodide (MgI 2 ) in THF. The resulting allenylmagnesium species could be converted into tri‐ and tetra‐substituted allenes by subsequent treatment with various carbon‐ and silicon‐based electrophiles with the aid of CuCN as a catalyst.
Topics & Concepts
TetraChemistryElectrophileMagnesiumHydrideSodium hydrideCatalysisIodideSodium iodideMagnesium hydrideInorganic chemistryMedicinal chemistryOrganic chemistryHydrogenCoordination Chemistry and OrganometallicsCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods