Journal of Organic Chemistry p. 2492 - 2496 (1983)
Update date:2022-07-30
Topics:
Nakajima, Masayuki
Anselme, Jean-Pierre
The 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, e. g., 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 the initial formation of a complex.Possible rationalizations for the formation of the products are presented.
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