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Volumn 40, Issue 3, 2003, Pages 499-505

Evaluation of N-hydroxymethylphthalimide in alkaline medium: Novel entry to the tricyclic [1,3]oxazepine core via an intramolecular π and O-cationic cyclization

Author keywords

[No Author keywords available]

Indexed keywords

N HYDROXYMETHYLPHTHALIMIDE; OXAZEPINE DERIVATIVE; PHTHALIMIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0037961033     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570400314     Document Type: Article
Times cited : (13)

References (44)
  • 5
    • 0037930952 scopus 로고
    • It has been reported also, by same authors, that Amoxapine appears to be devoid of anticholinergic or anticonvulsant activity. See: E. Greenblatt and A. C. Osterberg, Fed. Proc., 27, 438 (1968).
    • (1968) Fed. Proc. , vol.27 , pp. 438
    • Greenblatt, E.1    Osterberg, A.C.2
  • 14
    • 0026749724 scopus 로고
    • Only one example of substituted pyrrolidino[1,3]oxazepine was obtained as a minor product (9.5% yield), see: J. Griffiths and J. A. Murphy, Tetrahedron, 48, 5543 (1992).
    • (1992) Tetrahedron , vol.48 , pp. 5543
    • Griffiths, J.1    Murphy, J.A.2
  • 26
    • 0037593074 scopus 로고    scopus 로고
    • note
    • [d] The same N-acyliminium ion B was also generated from N-chloromethylphthalimide (7) in the presence of Brönsted or Lewis acid. For this end, see for example:
  • 37
    • 0037593073 scopus 로고    scopus 로고
    • note
    • 2/hexane (4:1) as eluent and its yield did not exceed 8% whatever the reaction conditions.
  • 38
    • 0037930950 scopus 로고    scopus 로고
    • note
    • When the reaction was performed at -40 to -35°, the reaction times increase to 2.5-3 days.
  • 41
    • 0037593071 scopus 로고    scopus 로고
    • note
    • Acids other than PTSA and TFA provokes rapidly, in all cases, the decomposition of the starting α-hydroxylactams 11a,b.
  • 43
    • 0037593072 scopus 로고    scopus 로고
    • note
    • Diacetal products 12a and 12b were isolated, respectively, as white solid (mp=57-59° after recrystallization from diethyl ether/hexane) and uncoulorless oil.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.