Thermolysis of benzopyranone-indenone adducts. 2. Some new aspects of the mechanism

DJ Vanderzande, EG Kiekens, HJ Martens…

Index: Vanderzande, Dirk J.; Kiekens, Eric G.; Martens Henri J.; Hoornaert, Georges J. Journal of Organic Chemistry, 1986 , vol. 51, # 7 p. 1019 - 1025

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Citation Number: 2

Abstract

Thermolysis of benzopyranone-indenone adducts 1, probably proceeding via o- quinodimethanes 10, gives C-nor-D-homo steroids 4, benzo [c] fluorenones 5, and traces of benzo [b] cyclopropa [Imlfluorenones 6. Evidence is presented for the intervention of a biradical intermediate 12 leading to compounds of type 5. A consecutive and common intermediate 15 is introduced to explain the formation of identical products on thermolysis ...