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Volumn 48, Issue 23, 2007, Pages 3991-3994

Effect of the leaving group on the reaction of 2-aminopyrroles with electron deficient heteroaromatic azadienes: substitution by addition-elimination versus cycloaddition

Author keywords

2 Aminopyrroles; Addition elimination; Ambident behaviour; Leaving group; Meisenheimer complex; Steric effects; Substitution; Zwitterions

Indexed keywords

2 AMINO 1 METHYLPYRROLE; 2 AMINO 1 TERT BUTYLPYRROLE; 2 AMINOPYRROLE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 34247858966     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.04.036     Document Type: Article
Times cited : (11)

References (28)
  • 1
    • 22144484780 scopus 로고    scopus 로고
    • See the following for leading references:
    • See the following for leading references:. Chretien A., Chataigner I., and Piettre S.R. Tetrahedron 61 (2005) 7907-7915
    • (2005) Tetrahedron , vol.61 , pp. 7907-7915
    • Chretien, A.1    Chataigner, I.2    Piettre, S.R.3
  • 3
    • 34247890311 scopus 로고    scopus 로고
    • De Rosa, M.; Arnold, D.; Blythe, E.; Farrell, M. S.; Seals, T.; Wills, K.; Medved', M. Heterocycl. Commun., in press.
  • 4
    • 34247856171 scopus 로고    scopus 로고
    • Boger, D. L.; Weinreb, S. M. Organic Chemistry (N.Y.); Hetero Diels-Alder Methodology in Organic Synthesis, Academic Press: NYC, NY, 1987; Vol. 47.
  • 7
    • 34247886236 scopus 로고    scopus 로고
    • note
    • 4 requires 318.0206).
  • 8
    • 34247862501 scopus 로고    scopus 로고
    • note
    • 3 also indicated the presence of another species in ca. 15% that appeared to be the imino tautomer of 3. This novel result is under investigation and will be reported in a separate publication.
  • 10
    • 34247861063 scopus 로고    scopus 로고
    • note
    • Crystals of 3-5 were not suitable for X-ray crystallography.
  • 11
    • 33947601037 scopus 로고    scopus 로고
    • See the following for experimental, mechanistic and X-ray crystallographic details of the IEDDA product obtained from 4:
    • See the following for experimental, mechanistic and X-ray crystallographic details of the IEDDA product obtained from 4:. De Rosa M., and Arnold D. Tetrahedron Lett. 48 (2007) 2975-2977
    • (2007) Tetrahedron Lett. , vol.48 , pp. 2975-2977
    • De Rosa, M.1    Arnold, D.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.