摘要

A noble phenylsulfonyl reagent 8 having alpha-oxo (cyanomethylene)triphenylphosphorane ylide subunit readily condensed with various alkyl halides under basic conditions to afford beta-alkyl-alpha-oxo-beta-phenylsulfonyl (cyanomethylene)triphenylphosphorane ylides 9 in excellent yields. These sulfonyl ylides 9 were then reductively desulfonylated with Na(Hg)/Na2HPO4 in the presence of methanol to provide alpha-keto (cyanomethylene)triphenylphosphorane ylides 2' in good to excellent yields. Our new synthetic approach offers an expeditious access to various alpha-keto (cyanomethylene)triphenylphosphorane ylides from alkyl halides utilizing a new phenylsulfonyl reagent as the key reagent under mild reaction conditions in good overall yields.

  • 出版日期2013-10-20