Rhodium (II) acetate-catalyzed reactions of 2-diazo-1, 3-indandione and 2-diazo-1-indanone with various substrates

MJ Rosenfeld, BKR Shankar…

Index: Rosenfeld, M. J.; Shankar, B. K. Ravi; Shechter, H. Journal of Organic Chemistry, 1988 , vol. 53, # 12 p. 2699 - 2705

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Citation Number: 44

Abstract

Decomposition of 2-diazo-l, 34ndandione (3) by rhodium (I1) acetate (1) in cyclohexane and in benzene results in overall carbon-hydrogen insertion to give 2-substituted 1, 3- indandiones. Anisole, 1, and 3 yield 2-(4-meth-oxyphenyl)-1, 34ndandione (74%); benzenes substituted by single methyl or halogen groups yield the corresponding ortho-and para- substitution products. Spirocyclopropanes are obtained by rhodium (I1)-catalyzed ...