Tetrahedron

Réactions S RN 1 d'agents alkylants anthraquinoniques

…, P Vanelle, O Jentzer, S Donini, J Maldonado

Index: Crozet; Vanelle; Jentzer; Donini; Maldonado Tetrahedron, 1993 , vol. 49, # 48 p. 11253 - 11262

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Abstract

The C-alkylation reaction of three reductive alkylating agents prepared from 2- methylanthraquinone by 2-nitropropane anion is shown to proceed by the SRN1 mechanism. The SRN1 mechanism is confirmed by the leaving group effect and the inhibitory effects of dioxygen, p-dinitrobenzene, cupric chloride and di-tert-butylnitroxide. This reaction can be extended to 1-methyl-3-nitropyrrolidin-2-one anion.