Ring Closure via Aryne Intermediates: A General Principle of Synthesis1, 2

JF Bunnett, BF Hrutfiord

Index: Bunnett,J.F.; Hrutfiord,B.F. Journal of the American Chemical Society, 1961 , vol. 83, p. 1691 - 1697

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Citation Number: 66

Abstract

A novel general principle of ring closure, conceivably applicable to the synthesis of countless heterocyclic and homocyclic systems, is developed and explored, This principle involves the formation of an aryne (benzyne) intermediate having a side chain bearing a strong nucleophile which can add intramolecularly to the aryne structure. Such an intermediate is formed by treatment of a suitably constituted aryl halide with a strong base ...