Convenient Synthesis of Benzofuro[3,2-b]quinolines from 1-Azadienes and Arynes

Abstract

AbstractAn efficient method has been developed for the synthesis of benzofuro[3,2-b]quinolines through tandem [4+2] cycloaddition/ aromatization under transition-metal-free conditions. A range of aurone­-derived N-tosyl-1-azadienes smoothly reacted with arynes, generated­ in situ via fluoride ion-induced 1,2-elimination of 2-(trimethyl­silyl)aryl triflates, delivering structurally diverse benzofuro[3,2-b]quinolines in moderate to good yields.