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Volumn 55, Issue 46, 1999, Pages 13211-13224

Synthesis of [1]benzopyrano[4,3-b]pyrrol-4(1H)-ones from N(α)-(2-Oxo-2H-1-benzopyran-4-yl)Weinreb α-aminoamides

Author keywords

1 Benzopyrano 4,3 b pyrrole; Knorr pyrrole synthesis; Pyrrolizine; Weinreb amides

Indexed keywords

ALPHA AMINO ACID; BENZOPYRAN DERIVATIVE; COUMARIN DERIVATIVE; KETONE; ORGANOMETALLIC COMPOUND; PROLINE DERIVATIVE; PYRROLE; PYRROLIZINE DERIVATIVE;

EID: 0033550258     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00802-9     Document Type: Article
Times cited : (26)

References (26)
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    • Ethyl β-aminocrotonates are easily hydrolyzed to ethyl acetoacetate in the medium acids used throughout the synthetic sequence.
  • 10
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    • Can. Pat. Appl. CA 2,132,887 (Cl. CO7D209/58), 23 Apr 1995
    • (e) Boes, M.; Wichmann, J. and Widmer, U. Can. Pat. Appl. CA 2,132,887 (Cl. CO7D209/58), 23 Apr 1995; Chem. Abstracts 1995, 123, 339731c.
    • Boes, M.1    Wichmann, J.2    Widmer, U.3
  • 11
    • 4243218979 scopus 로고
    • (e) Boes, M.; Wichmann, J. and Widmer, U. Can. Pat. Appl. CA 2,132,887 (Cl. CO7D209/58), 23 Apr 1995; Chem. Abstracts 1995, 123, 339731c.
    • (1995) Chem. Abstracts , vol.123
  • 13
    • 0009549064 scopus 로고    scopus 로고
    • 40,634 (Cl. CO7D207/335), 19 Dec
    • Treatment of urinary incontinence: Tsuda, M.; Tanaka, M. and Nakamura, A. PCT Int. Appl. WO 96 40,634 (Cl. CO7D207/335), 19 Dec 1996; Chem. Abstracts 1997, 126, 117863v.
    • (1996) PCT Int. Appl. WO 96
    • Tsuda, M.1    Tanaka, M.2    Nakamura, A.3
  • 14
    • 17744369602 scopus 로고    scopus 로고
    • Treatment of urinary incontinence: Tsuda, M.; Tanaka, M. and Nakamura, A. PCT Int. Appl. WO 96 40,634 (Cl. CO7D207/335), 19 Dec 1996; Chem. Abstracts 1997, 126, 117863v.
    • (1997) Chem. Abstracts , vol.126
  • 16
    • 0009488249 scopus 로고    scopus 로고
    • Some protected α-aminoamides of the 7, 8 type have recently appeared in the commercial catalogues. Their use shortens Path 2 by one stage
    • Some protected α-aminoamides of the 7, 8 type have recently appeared in the commercial catalogues. Their use shortens Path 2 by one stage.
  • 19
    • 0009521372 scopus 로고    scopus 로고
    • E.g. approximate relation of commercial prices for alanine derivatives: 2b 19 DM/mol, 6b 843 DM/mol, 8b 7790 DM/mol
    • E.g. approximate relation of commercial prices for alanine derivatives: 2b 19 DM/mol, 6b 843 DM/mol, 8b 7790 DM/mol.
  • 21
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    • Unpublished additional experiments
    • Unpublished additional experiments.
  • 22
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    • Grignard reagents give worse results
    • Grignard reagents give worse results.
  • 24
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    • An unnecessary excess of hydrochloric acid may hydrolyze 3 to 4-hydroxycoumarin
    • An unnecessary excess of hydrochloric acid may hydrolyze 3 to 4-hydroxycoumarin.
  • 25
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    • The same procedure was applied for BOP. See ref. 11
    • The same procedure was applied for BOP. See ref. 11.
  • 26
    • 0009522078 scopus 로고    scopus 로고
    • 1≠H, are partially cyclized to pyrroles 13 when they are chromatographed on silica gel
    • 1≠H, are partially cyclized to pyrroles 13 when they are chromatographed on silica gel.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.