Carbenic processes in decomposition of spiro [fluorene-9, 3'-indazole]. Simple route to the fluoradene system

G Baum, H Shechter

Index: Baum,G.; Shechter,H. Journal of Organic Chemistry, 1976 , vol. 41, # 12 p. 2120 - 2124

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Citation Number: 14

Abstract

Spiro [fluorene-9, 3'-indazole](l), obtained along with 9-fluorenyl anthranilate (6) by aprotic diazotization of anthranilic acid in the presence of 9-diazofluorene (3), thermolyzes to fluoradene (2), lZ, lZ'-bifluoradene (81, and 9-phenylfluorene (9). Thermolysis and photolysis of 1 in solution are interpretable on the basis of formation of triplet 2-(9-fluorenylidene)-3, 5- cyclohexadienylidene (13), isomerization of 13 to 2, and hydrogen abstraction by 13 to ...