Preparation of Condensed Aromatics by Superacidic Dehydrative Cyclization of Aryl Pinacols and Epoxides1a

DA Klumpp, DN Baek, GKS Prakash…

文献索引：Klumpp, Douglas A.; Baek, Donald N.; Prakash, G.K. Surya; Olah, George A. Journal of Organic Chemistry, 1997 , vol. 62, # 19 p. 6666 - 6671

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被引用次数: 52

摘要

Aryl pinacols and epoxides, respectively, are cleanly and in high yield converted via superacidic dehydrative cyclization to the corresponding condensed aromatics. Dehydrative cyclization of benzopinacol (1a), triphenylacetophenone (2), and tetraphenylethylene oxide (9) give 9, 10-diphenylphenanthrene (3a) as the major product in acidic media stronger than H o=-11. Aryl pinacol 12a forms the condensed aromatic 13a as the major product in ...