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Acid-catalyzed rearrangement of cyclobutanols. Syntheses of chrysenes, cyclopentenophenanthrenes, and diarylmethanes

…, H Kazarians-Moghaddam, B Gupta…

文献索引:Lee-Ruff, Edward; Hopkinson, Alan C.; Kazarians-Moghaddam, Hira; Gupta, Brij; Katz, Morris Canadian Journal of Chemistry, 1982 , vol. 60, p. 154 - 159

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被引用次数: 4

摘要

Acid-catalyzed reactions of 8-aryl or 8, 8-diarylbicyclo [4.2. 0] oct-2-en-7-ols lead to tetrahydrophenanthrene derivatives. For example 8-(1-naphthyl)-bicyclo [4.2. 0] oct-2-en-7- ols give substituted chrysenes in methanesulphonic acid. In the case of the homologous 7- aryl or 7, 7-diarylbicyclo [3.2. 0] hept-2-en-6-ols a novel transformation to diarlymethanes is observed. A mechanism is proposed which accounts for the product distribution observed ...