Tetrahedron

The c-alkylation of nitroalkame anions by l-substituted-2-t-butyl-4-phenyl-and-2, 4-diphenyl-5, 6-dihydrobenzo (ulbarh] quinolinium cations

AR Katritzky, MA Kashmiri, DK Wittmann

Index: Katritzky, Alan R.; Kashmiri, M. Akram; Wittmann, Dieter K. Tetrahedron, 1984 , vol. 40, # 9 p. 1501 - 1510

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Citation Number: 8

Abstract

-The N-substituents are transferred from the title cations to the C-atom of nitroalkane anions in high yield at 25-80° C in DMSO solution. The title cations are readily available from the appropriate pyrylium cations and primary amines of types RCH2, NH2, and RR'CHNH2, allowing a general 2-step method for the preparation of higher nitro-alkanes. Spectral properties of a variety of nitroalkanes are discussed.