Preparation of Furo[3,2‐<i>c</i>]coumarins from 3‐Cinnamoyl‐4‐hydroxy‐2<i>H</i>‐chromen‐2‐ones and Acyl Chlorides: A Bu₃P‐Mediated C‐Acylation/Cyclization Sequence

Abstract

A Bu3P-mediated cyclization reaction of 3-cinnamoyl-4-hydroxy-2H-chromen-2-ones though electrophilic addition of acyl chlorides towards the synthesis of highly functionalized furo[3,2-c]coumarins bearing a phosphorus ylide moiety is described. These unprecedented cyclization reaction proceeds under mild reaction conditions within short reaction times (1 min to 1 h), and can be further applied in the synthesis of alkenyl-substituted furo[3,2-c]coumarins by the treatment with carbonyl electrophiles under basic conditions.