Acid-catalyzed rearrangement of cyclobutanols. Syntheses of chrysenes, cyclopentenophenanthrenes, and diarylmethanes
作者:Edward Lee-Ruff、Alan C. Hopkinson、Hira Kazarians-Moghaddam、Brij Gupta、Morris Katz
DOI:10.1139/v82-026
日期:1982.1.15
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