Organocuprate-induced substitution of the enol oxygen moiety in 2,2-difluoro enol phosphates with allyl halides: a novel route to -diffluoroolefins from chlorodifluoromethyl ketones
作者:Takashi Ishihara、Masayuki Yamana、Teiichi Ando
DOI:10.1016/s0040-4039(00)94166-2
日期:1983.1
2,2-Difluoro-1-arylethenyl diphenyl phosphates, prepared from chloro-difluoromethyl ketones and diphenyl phosphite, reacted with dibutylcopperlithium and successively with various allyl halides to give allylated gem-difluoroolefins in moderate to excellent yields.
Selective preparation of 1-substituted 2,2-difluoroethenyl phosphates or 1-hydroxyalkanephosphonates through the reaction of chlorodifluoromethyl ketones with dialkyl or diaryl phosphites
Various chlorodifluoromethyl ketones react readily with dialkyl or diaryl phosphites in the presence of triethylamine at the reflux temperature of tetrahydrofuran to give the corresponding dialkyl or diaryl 1-substituted-2,2-difluoroethenyl phosphates in good yields, whereas the similar reaction conducted at lower temperature (0-20 °C) affords 1-(chlorodifluoromethyl)-1-hydroxyalkanephosphonates almost