1-bromo-2-chlorocyclopropene--A new cycloproparene synthon. Synthesis of 1H-Cyclopropa[b]phenanthrene |
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Authors: | WE Billups Long-Jin Lin Benny E Arney Wayne A Rodin Edward W Casserly |
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Institution: | Department of Chemistry, Rice University P.O. Box 1892, Houston, Texas 77251 USA |
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Abstract: | Treatment of 1-bromo-2,2-dichloro(trimethylsilyl)cyclopropane (2) with tetra--butylammonium fluoride in tetrahydrofuran yields 1-bromo-2-chlorocyclopropene (1). 1H-Cyclopropab]phenanthrene (3) can be prepared by aromatization of the Diels-Alder adduct of 1 and 1,2-dimethylene-3,5,6,7,8,9-hexahydronaphthalene (6) using DDQ followed by potassium -butoxide in tetrahydrofuran. |
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