A palladium-catalyzed domino process to 1-benzazepines

Synthesis

Volumn , Issue 12, 1998, Pages 1750-1754

  Dyker, Gerald ^a   Markwitz, Hardy ^a  

^a UNIVERSITY OF DUISBURG ESSEN   (Germany)

Author keywords

1 Benzazepines; Cyclizations; Domino reaction; Heterocycles; Palladium catalysis

Indexed keywords

BENZAZEPINE DERIVATIVE; HETEROCYCLIC COMPOUND; PALLADIUM;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0032441954     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-2225     Document Type: Article

References (15)

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4. Dyker, G.; Grundt, P. Tetrahedron Lett. 1996, 37, 619. Grundt, P. Diplomarbeit, TU Braunschweig, 1995. Markwitz, H. Diplomarbeit, Universität-GH Duisburg, 1997. Plecko, T. Diplomarbeit, Universität-GH Duisburg, 1997.
5. Dyker, G.; Grundt, P. Tetrahedron Lett. 1996, 37, 619. Grundt, P. Diplomarbeit, TU Braunschweig, 1995. Markwitz, H. Diplomarbeit, Universität-GH Duisburg, 1997. Plecko, T. Diplomarbeit, Universität-GH Duisburg, 1997.
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9. Melpolder, J. B.; Heck, R. F. J. Org. Chem. 1976, 41, 265. Chalk, A. J.; Magennis, S. A. J. Org. Chem. 1976, 41, 273 and 1206. Tamaru, Y.; Yamada, Y.; Yoshida, Z.-I. J. Org. Chem. 1978, 43, 3396. Larock, R. C.; Leung, W.-Y.; Stolz-Dunn, S. Tetrahedron Lett. 1989, 30, 6629.
10. Melpolder, J. B.; Heck, R. F. J. Org. Chem. 1976, 41, 265. Chalk, A. J.; Magennis, S. A. J. Org. Chem. 1976, 41, 273 and 1206. Tamaru, Y.; Yamada, Y.; Yoshida, Z.-I. J. Org. Chem. 1978, 43, 3396. Larock, R. C.; Leung, W.-Y.; Stolz-Dunn, S. Tetrahedron Lett. 1989, 30, 6629.
11. Larock, R. C.; Kuo, M-Y. Tetrahedron Lett. 1991, 32, 569.
12. The homoallylic alcohols 2b-e are easily synthesized by a Barbier reaction of the corresponding aldehydes: Blomberg, C.; Hartog, F. A. Synthesis 1977, 18.
13. Kasparek, S. Adv. Heterocycl. Chem. 1974, 17, 45.
14. A β-hydrogen elimination/readdition sequence with a palladium halide coordinated to the hydroxy group is the alternative mechanistic pathway: Smadja, W.; Czernecki, S.; Ville, G.; Georgoulis, C. Organometallics 1987, 7, 166. Kang, S.-K.; Jung, K.-Y.; Park, C.-H.; Namkoong, E.-Y. Tetrahedron Lett. 1995, 36, 6287.
15. A β-hydrogen elimination/readdition sequence with a palladium halide coordinated to the hydroxy group is the alternative mechanistic pathway: Smadja, W.; Czernecki, S.; Ville, G.; Georgoulis, C. Organometallics 1987, 7, 166. Kang, S.-K.; Jung, K.-Y.; Park, C.-H.; Namkoong, E.-Y. Tetrahedron Lett. 1995, 36, 6287.