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Hydromagnesiation of 1,3‐Enynes by Magnesium Hydride for Synthesis of Tri‐ and Tetra‐substituted Allenes
Author(s) -
Wang Bin,
Li Yihang,
Pang Jia Hao,
Watanabe Kohei,
Takita Ryo,
Chiba Shunsuke
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202012027
Subject(s) - tetra , chemistry , electrophile , magnesium , hydride , sodium hydride , catalysis , iodide , sodium iodide , magnesium hydride , inorganic chemistry , medicinal chemistry , organic chemistry , hydrogen
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.
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