A vinylic Rosenmund-von Braun reaction: practical synthesis of acrylonitriles

作者:Pradal Alexandre; Evano Gwilherm*
来源:Chemical Communications, 2014, 50(80): 11907-11910.
DOI:10.1039/c4cc05557h

摘要

An efficient system based on acetone cyanohydrin and catalytic amounts of copper(I) iodide and 1,10-phenanthroline is reported for the cyanation of alkenyl iodides. A wide range of polysubstituted acrylonitriles could be obtained in fair to good yields and with complete retention of the geometry of the double bond. This extension of the Rosenmund-von Braun reaction also enabled a straightforward formal synthesis of the naturally occurring acrylonitrile alliarinoside.

  • 出版日期2014

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