Electrolytic oxidation of ketones in ammoniacal methanol in the presence of catalytic amounts of KI

…, H Sakagami, M Murata, M Okimoto

Index: Chiba, Toshiro; Sakagami, Hirotoshi; Murata, Miki; Okimoto, Mitsuhiro Journal of Organic Chemistry, 1995 , vol. 60, # 21 p. 6764 - 6770

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Citation Number: 15

Abstract

The indirect electrooxidation of ketones in ammoniacal methanol using iodide ion as a mediator afforded 2, 2-dialkyl-2, 5-dihydro-IH-imidazoles 3 via an oxidative cyclocoupling of ketimine intermediates formed from ketones and ammonia. The treatment of 3 with dilute HC1 gave a-amino ketone hydrochlorides 4 and the parent ketones in good yields. A similar electrooxidation of 3 resulted in the formation of the corresponding W-imidazoles 6, which ...