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Volumn 44, Issue 18, 2003, Pages 3675-3678

Synthesis of 2-substituted 1-benzyl-2,3,4,5-tetrahydro-1-benzazepines by palladium catalysis. Observation of a competitive β-hydride elimination pathway

Author keywords

Benzazepines; Heterocycles; Palladium catalysis; hydride elimination

Indexed keywords

1 BENZYL 2,3,4,5 TETRAHYDRO 1 BENZAZEPINE; BENZAZEPINE DERIVATIVE; BENZENE DERIVATIVE; PALLADIUM; UNCLASSIFIED DRUG;

EID: 0037471462     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00676-2     Document Type: Article
Times cited : (49)

References (24)
  • 4
    • 0032132687 scopus 로고    scopus 로고
    • Bonn D. Lancet. 352:1998;378.
    • (1998) Lancet , vol.352 , pp. 378
    • Bonn, D.1
  • 15
    • 0001334479 scopus 로고    scopus 로고
    • A recent paper reported an iridium-catalysed oxidative cyclization reaction of 4-(2-aminophenyl)butanol to give 2,3,4,5-tetrahydro-1-benzazepine in 71% yield:
    • A recent paper reported an iridium-catalysed oxidative cyclization reaction of 4-(2-aminophenyl)butanol to give 2,3,4,5-tetrahydro-1-benzazepine in 71% yield: Fujita K., Yamamoto K., Yamaguchi R. Org. Lett. 4:2002;2691-2694.
    • (2002) Org. Lett. , vol.4 , pp. 2691-2694
    • Fujita, K.1    Yamamoto, K.2    Yamaguchi, R.3
  • 18
    • 85031204736 scopus 로고    scopus 로고
    • note
    • 4, filtered and evaporated. The dark oil was then subjected to column chromatography to furnish the required product.
  • 19
    • 85031202527 scopus 로고    scopus 로고
    • note
    • 4, filtered and evaporated. The residue was subjected to flash column chromatography (silica gel, 20% EtOAc in pentane) to yield the required product as colourless to pale yellow oils. Microanalytically pure samples may be obtained by the precipitation of the compounds as HCl salts, recrystallised from ethanol. However, due to their low solubility in common organic solvents, the NMR spectra and subsequent reactions were carried out using the unprotonated amine.
  • 22
    • 85031199494 scopus 로고    scopus 로고
    • note
    • 27N requires 85.95; H, 9.27; N, 4.77%. Found C, 85.93; H, 9.28; N, 4.70%.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.