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Volumn 64, Issue 49, 2008, Pages 11167-11174

Brønsted acid-promoted aziridination of electron-deficient olefins

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLAMIDE DERIVATIVE; ALKENE DERIVATIVE; AZIDE; AZIRIDINE; BRONSTED ACID; CARBONYL DERIVATIVE; NITROGEN;

EID: 54549098991     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.09.060     Document Type: Article
Times cited : (10)

References (43)
  • 19
    • 33747661648 scopus 로고    scopus 로고
    • Thermal reaction between acrylamides and alkyl azides at room temperature could afford triazolines but not aziridines in the absence of TfOH. See:
    • Thermal reaction between acrylamides and alkyl azides at room temperature could afford triazolines but not aziridines in the absence of TfOH. See:. Yang C.-H., Shen H.-J., Wang R.-H., and Wang J.-C. J. Chin. Chem. Soc. 49 (2002) 95
    • (2002) J. Chin. Chem. Soc. , vol.49 , pp. 95
    • Yang, C.-H.1    Shen, H.-J.2    Wang, R.-H.3    Wang, J.-C.4
  • 20
    • 54549090056 scopus 로고    scopus 로고
    • note
    • The aziridine products (at fairly low yields) from methyl acrylate and acrylonitrile may not come from the TfOH-promoted pathway. They may be generated from the thermal [3+2] cycloaddition between the azide and the olefin followed by nitrogen extrusion. See Ref. 7 for more information.
  • 21
    • 54549091185 scopus 로고    scopus 로고
    • Noteworthy, Aube et al. recently reported that Lewis acids activate the reaction between enones and azide derivatives along a domino reaction path, the first step corresponds to a [3+2] cycloaddition to afford 1,2,3-triazolines, followed by a ring contraction process to obtain the final enaminone product. See:
    • Noteworthy, Aube et al. recently reported that Lewis acids activate the reaction between enones and azide derivatives along a domino reaction path, the first step corresponds to a [3+2] cycloaddition to afford 1,2,3-triazolines, followed by a ring contraction process to obtain the final enaminone product. See:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.