A high-yield regiospecific synthesis of keto oximes from aryl-conjugated ethylenes and ethyl nitrite in the presence of cobalt complex and BH4-ion

…, K Kobayashi, S Oka, S Tanimoto

Index: Okamoto, Tadashi; Kobayashi, Kenji; Oka, Shinzaburo; Tanimoto, Shigeo Journal of Organic Chemistry, 1988 , vol. 53, # 21 p. 4897 - 4901

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Citation Number: 32

Abstract

The title reaction of substituted styrenes, l-phenyl-1, 3-butadiene, and some cyclic aryl- conjugated ethylenes proceeds smoothly at room temperature, affording the corresponding oximes in moderate to nearly quantitative yields. The reaction mechanism is discussed on the basis of the formation of an alkylcobalt intermediate and its subsequent reaction with ethyl nitrite.