ベンゾシクロブテン類の合成, 反応および性質

概要

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Benzocyclobutene, its homologs, and derivatives are reviewed on the respects of their syntheses, structures, properties, and applications. They are prepared by many methods including cheletropic reaction, ring contraction, 1, 4-dehydrohalogenation, ring closure, cycloaddition to benzyne, aromatization of compounds containing four-membered ring, etc. Upon heating they open the cyclobutene ring to form ο-quinodimethane type diene, which readily undergoes Diets-Alder reaction with a dienophile combined in the reaction system. Cyclobutene ring in these compounds loads strain on the aromatic ring systems, which affects their properties such as basicity, reactivity, etc. These compounds are applied to synthesize many natural products and also make advanced materials such as conductive materials and crosslinking agents. These kind of applications are briefly mentioned.
社団法人有機合成化学協会の論文