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Vinylphosphonium Salt Mediated Reaction between Alkyl Propiolates and Aminophenols or Hydroxyphenols

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2006

Year

Abstract

Addition of catechol to methyl propiolate or ethyl phen­ylpropiolate in the presence of Ph3P leads to methyl 2-(1,3-benzodioxol-2-yl)acetate or 3-(1-phenylmethylidene)-1,4-benzodioxin-2-one. 2-Aminophenols react with alkyl propiolates in the presence of Ph3P to produce a nearly 1:1 mixture of 3-methyl-2H-1,4-benz­oxazin-2-one derivatives and methyl (E)-3-(2-aminophenoxy)-2-propenoates.