2-Allyl-N-benzyl substituted α-naphthylamines as building blocks in heterocyclic synthesis. New and efficient syntheses of benz[e]naphtho[1,2-b]azepine and naphtho[1,2-b]azepine derivatives

Abstract:

A new series of 13-acetyl-7,12-dihydro-7-ethylbenz[e]naphtho[1,2-b]azepine (4a-d) and 2-aryl-4-hydroxy-2,3,4,5-tetrahydronaphtho[1,2-b]azepine derivatives (6a-d) have been synthesized from N-allyl-N-benzyl substituted α-naphthylamines (1a-d) by utilizing aromatic amino-Claisen rearrangement, intramolecular Friedel-Crafts alkylation and intramolecular dipolar 1,3-cycloaddition nitrone-olefin reactions. © 2006 Elsevier Ltd. All rights reserved.

Año de publicación:

2006

Keywords:

• Intramolecular dipolar 1,3-cycloaddition
• Tetrahydronaphtho[1,2-b]azepines
• Amino-Claisen rearrangement
• Intramolecular Friedel-Crafts alkylation
• Benz[e]naphtho[1,2-b]azepines

Fuente:

scopus