Superacidic activation of maleimide and phthalimide and their reactions with cyclohexane and arenes

KY Koltunov, GK Prakash, G Rasul…

Index: Koltunov, Konstantin Yu.; Prakash, G. K. Surya; Rasul, Golam; Olah, George A. European Journal of Organic Chemistry, 2006 , # 21 p. 4861 - 4866

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Citation Number: 15

Abstract

Abstract When activated in the CF 3 SO 3 H/SbF 5 acid system maleimide (1) and phthalimide (2) undergo selective ionic hydrogenation with cyclohexane to give 1, 5- dihydropyrrol-2-one (3) and phthalimidine (11), respectively. When treated with aluminum halides, N-phenylmaleimide (4) reacts with cyclohexane to give N-phenylsuccinimide (5), whereas 2 still gives 11. Imide 1 also condenses with benzene in trifluoromethanesulfonic ...