The cycloadducts 9,10-bis(trifluoromethyl)benzobarrelenes were prepared by the reaction of hexafluorobut-2-yne (HFB) with 1- and, 2- substituted naphthalenes in moderate to high yields. In most cases the reaction proceeds with the formation of two isomeric products derived from cycloaddition of HFB to different aromatic rings of the naphthalene system. The individual isomers were isolated by column chromatography and fully characterized. The basic hydrolysis of ester derivatives of the various 9,10-bis(trifluoromethyl)benzobarrelenes provided the corresponding acids.

中文翻译：

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六氟丁-2-炔与取代萘的反应合成9,10-双（三氟甲基）苯并戊烯

通过六氟丁-2-炔（HFB）与1-和2-取代的萘以中等至高收率的反应制备环加合物9,10-双（三氟甲基）苯并戊烯。在大多数情况下，反应会继续进行，形成两种异构体产物，它们是将HFB环加成到萘体系的不同芳环上而得。通过柱色谱分离各个异构体并充分表征。各种9,10-双（三氟甲基）苯并戊烯的酯衍生物的碱性水解可提供相应的酸。