NEW C-C BOND FORMATION WITH PYRIDINIUM METHYLIDE: HYDROMETHYLENATION OF OLEFIN

Article abstract of DOI:10.1246/cl.1984.281

New C-C bond formation with pyridinium methylide is presented: Pyridinium methylide reacts with electron-deficient olefins providing the next higher homologs of olefins, in which the double bond of starting olefin is saturated and, instead, a C=C double bond is newly formed.This reaction mode has been never reported before in the study of nitrogen ylide and is to be referred to as hydromethylenation of olefin.In the presence of base, 1,2-double bond migration occurs leading to the methylated derivatives of starting olefins.