Tetrahedron letters

Aliphatic C H, N-insertion versus aromatic N-substitution in the reaction of arylnitrenium-boron trifluoride complexes with methylated benzenes

P Spagnolo, P Zanirato

Index: Spagnolo, Piero; Zanirato, Paolo Tetrahedron Letters, 1987 , vol. 28, # 9 p. 961 - 964

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Citation Number: 8

Abstract

Recently considerable attention has been devoted to the generation of arylnitre- nium ions which have been proved to be of great synthetic, mechanistic and biolog- ical interest. 1 ... Like arylnitrenes, arylnitrenium ions can exist in singlet and triplet states 2 ... (2d), and the anilines (lla-g) to an extent very dependent upon the phenyl azide substituent and the nucleophilicity of the aromatic solvent. To a degassed solution of 4-methylphenyl azide (la) (2.5 mmol) in ...