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Volumn 38, Issue 10, 1999, Pages 1449-1452

Direct synthesis of N-arylquinone imine acetals and quinol imines from acetals

Author keywords

Acetals; Quinones; Radical ions; Schiff bases

Indexed keywords

ACETAL; IMINE; QUINONE DERIVATIVE;

EID: 0033577867     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19990517)38:10<1449::AID-ANIE1449>3.0.CO;2-M     Document Type: Article
Times cited : (12)

References (42)
  • 3
    • 0030477506 scopus 로고    scopus 로고
    • For recent synthetic applications of p-quinone monoimines, see a) T. A. Engler, W. Chai, K. O. LaTessa, J. Org. Chem. 1996, 61, 9297, and references therein;
    • (1996) J. Org. Chem. , vol.61 , pp. 9297
    • Engler, T.A.1    Chai, W.2    LaTessa, K.O.3
  • 32
    • 33747527977 scopus 로고    scopus 로고
    • note
    • Derivatives 8 were obtained as 1:1 mixtures of C4 epimers.
  • 33
    • 33747531123 scopus 로고    scopus 로고
    • note
    • [16b] we tentatively assign a cis relationship between the hydroxyl and the aniline moieties;
  • 35
    • 0001136735 scopus 로고    scopus 로고
    • Wurster's reagent (N,N,N′,N′-tetramethyl-1,4-phenylenediamine) does not promote the condensation process. Decomposition of the generated aniline radical cation would release the proton required for the catalysis. For a review on radical cation promoted reactions, see M. Schmittel, A. Burghart, Angew. Chem. 1997, 109, 2658;
    • (1997) Angew. Chem. , vol.109 , pp. 2658
    • Schmittel, M.1    Burghart, A.2
  • 39
    • 33747582699 scopus 로고    scopus 로고
    • note
    • 3 catalyst). Details of this cyclization will be published elsewhere.
  • 40
    • 0042109372 scopus 로고
    • For the acid-catalyzed reaction of acetals with amines, see a) J. Hoch, Compt. Rend. 1935, 201, 560;
    • (1935) Compt. Rend. , vol.201 , pp. 560
    • Hoch, J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.