Tetrahedron

Synthesis of substituted salicylamines and dihydro-2H-1, 3-benzoxazines

HF Anwar, L Skattebøl, TV Hansen

Index: Anwar, Hany F.; Skattebol, Lars; Hansen, Trond Vidar Tetrahedron, 2007 , vol. 63, # 40 p. 9997 - 10002

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Citation Number: 19

Abstract

Phenols were converted to their magnesium salts with the MgCl2–Et3N base system and subsequently reacted with Eschenmoser's salt, affording N, N-dimethyl substituted benzylamines in high to excellent yields. A series of mono N-substituted benzylamines were prepared in one-pot syntheses by ortho-formylation of phenols to corresponding salicylaldehydes, which in turn reacted with amines to imines. The imines were ...