The Journal of Organic Chemistry

Reaction of N-nitroso-N-benzylformamide with phenylmagnesium bromide and phenyllithium

M Nakajima, JP Anselme

Index: Nakajima, Masayuki; Anselme, Jean-Pierre Journal of Organic Chemistry, 1983 , vol. 48, # 15 p. 2492 - 2496

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Abstract

l% e action of aryl Grignard and lithium reagents on N-nitroso-N-benzylformamide(1) leads to products whose formation can be understood in terms of the intermediacy of benzyldiazotate ion. However, the presence of" hydrogen abstraction" products, eg, anisole or naphthalene, coupled with the near absence of products traceable to the aldehyde moiety (expected from the attack at the formyl group) with 1 equiv of organometallics, suggests ...