Journal of Organic Chemistry p. 6552 - 6556 (1992)
Update date:2022-08-11
Topics:
Hudrlik, Paul F.
Abdallah, Yousef M.
Kulkarni, Ashok K.
Hudrlik, Anne M.
Various (chloromethyl)silanes undergo Wagner-Meerwein-type rearrangements using a catalytic amount of EtAlCl2 in dichloromethane.The resulting chlorosilanes have been converted to alkyl(or aryl)silanes with RMgX and/or to fluorosilanes with NH4HF2.In this way phenyl-, alkenyl-, and allyl(chloromethyl)silanes were converted to benzyl-, allyl-, and homoallylsilanes, respectively.Attempted rearrangements of methyl-, alkynyl-, and furyl(chloromethyl)silanes under these conditions were not successful.
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