A new synthesis of benzocyclobutenes. Thermal and electron impact induced decomposition of 3-isochromanones

RJ Spangler, BG Beckmann, JH Kim

Index: Spangler,R.J. et al. Journal of Organic Chemistry, 1977 , vol. 42, # 18 p. 2989 - 2996

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Citation Number: 51

Abstract

The gas-phase pyrolysis of 3-isochromanones provides a new synthesis of benzocyclobutenes, including the parent hydrocarbon, 21, benzocyclobutenone@), and several benzocyclobutenes with oxygenated substituents on the aryl ring, 25 and 28; fulveneallene (9) is also prepared in high yield. The relationship between the thermal and elec-tron impact induced decomposition of the isochromanones is described.