Australian Journal of Chemistry

The Pschorr cyclization. III. The synthesis of Dibenz [c, e] azepines

JL Huppatz

Index: Huppatz,J.L. Australian Journal of Chemistry, 1973 , vol. 26, p. 1307 - 1318

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Citation Number: 7

Abstract

Abstract The copper-catalysed decomposition of diazonium salts derived from N-mesyl- dibenzylamines has been examined. 2-Amino-N-mesyldibenzylamine (8a) gave 6-mesyl-6, 7-dihydro-5H-dibenz [c, e] azepine (9a) as the major product, together with benzaldehyde and N-benzylmethanesulphonamide (6a). Derivatives of the amine (8a) bearing 4?-methyl (8b), 4?-chloro (8c), 2?-chloro (8d), and 4?-methoxy (8e) substituents were cyclized to the ...