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

Tetrahedron Letters

Volumn 47, Issue 32, 2006, Pages 5825-5828

  Yépez, Andrés Felipe ^a   Palma, Alirio ^a   Stashenko, Elena ^a   Bahsas, Ali ^b   Amaro Luis, Juan M ^b  

^a Escuela de Quimica   (Colombia)

^b Grupo de Productos Naturales   (Venezuela)

Author keywords

Amino Claisen rearrangement; Benz e naphtho 1,2 b azepines; Intramolecular dipolar 1,3 cycloaddition; Intramolecular Friedel Crafts alkylation; Tetrahydronaphtho 1,2 b azepines

Indexed keywords

1 NAPHTHYLAMINE; 13 ACETYL 7,12 DIHYDRO 7 ETHYLBENZ[E]NAPHTHOL[1,2 B]AZEPINE; 2 ALLYL N BENZYL; AZEPINE DERIVATIVE; BENZ[E]NAPHTHOL[1,2 B]AZEPINE; BENZYL DERIVATIVE; NAPHTHOL[1,2 B]AZEPINE; UNCLASSIFIED DRUG;

ARTICLE; CLAISEN CONDENSATION; CYCLOADDITION; FRIEDEL CRAFTS REACTION;

EID: 33745611368     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.04.160     Document Type: Article

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25. 2-), 46.7 (12-C), 55.8 (7-C), 121.2 (1-C), 125.6 (3-C), 126.1 (10-C), 126.3 (9-C), 127.2 (2-C), 127.8 (5-C), 128.1 (4-C), 128.2 (11-C), 128.7 (6-C), 129.7 (4b-C), 130.9 (8-C), 133.3 (4a-C), 134.8 (11a-C), 135.6 (6a-C), 137.9 (7a-C), 138.0 (6b-C), 170.6 (C{double bond, long}O).
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27. 3, δ): 35.2 (5-C), 43.0 (3-C), 74.4 (2-C), 75.4 (4-C), 120.9 (5a-C), 122.0 (11-C), 125.4 (7-C), 125.7 (9-C), 125.7 (10-C), 126.4 (2′-C), 127.0 (4′-C), 127.3 (6-C), 127.5 (11a-C), 127.7 (8-C), 128.6 (3′-C), 132.5 (7a-C), 143.8 (1′-C), 145.5 (5b-C).
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29. 3, δ): 44.5 (5-C), 47.4 (3-C), 61.1 (2-C), 69.9 (4-C), 119.9 (11-C), 121.6 (7-C), 124.2 (5a-C), 125.2 (10-C), 125.7 (9-C), 126.3 (11a-C), 126.6 (2′-C), 127.9 (4′-C), 128.7 (8-C), 129.1 (3′-C), 129.9 (6-C), 133.4 (7a-C), 144.1 (1′-C), 144.6 (5b-C).