Acylation of alkenes generated in situ by hydride transfer from isoalkanes. Synthesis of pentalenones, hydrindenones, and cyclopentenones

C Morel-Fourrier, JP Dulcere…

Index: Morel-Fourrier, Christophe; Dulcere, Jean-Pierre; Santelli, Maurice Journal of the American Chemical Society, 1991 , vol. 113, # 21 p. 8062 - 8069

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Citation Number: 29

Abstract

Abstract Acylation, in the presence of AICl3 and hydride acceptor, of methylcyclopentane, methylcyclohexane, and 2-methylbutane by ethylenic acyl chlorides, in CH2CI2 solution, respectively, leads to tetrahydropentalenones, tetrahydroindenones, and cyclopentenones in good yields. Hydride acceptor may be either acetyl chloride or the alkenoyl chloride itself. Better results are performed in the presence of nitromethane and CuS04. Overall yields ...

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