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Volumn 2014, Issue 18, 2014, Pages 3923-3929

Aqueous copper nitrate catalyzed synthesis of 3-alkylideneoxindoles from α-diazo-ketoanilides

Author keywords

Carbenes; Copper; Cyclization; Electrophilic addition; Green chemisty; Synthetic methods; Waste prevation

Indexed keywords


EID: 84902186090     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201402206     Document Type: Article
Times cited : (26)

References (50)
  • 23
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    • 24044470646 scopus 로고    scopus 로고
    • C.-J. Li, Chem. Rev. 2005, 105, 3095-3165.
    • (2005) Chem. Rev. , vol.105 , pp. 3095-3165
    • Li, C.-J.1
  • 48
    • 0003638901 scopus 로고    scopus 로고
    • Data were taken from:, 15th ed., McGraw-Hill, New York
    • Data were taken from:, J. A. Dean, Lange's Handbook of Chemistry, 15th ed., McGraw-Hill, New York, 1999.
    • (1999) Lange's Handbook of Chemistry
    • Dean, J.A.1
  • 50
    • 84866843650 scopus 로고    scopus 로고
    • H. Qiu, M. Li, L.-Q. Jiang, F.-P. Lv, L. Zan, C.-W. Zhai, M. P. Doyle, W.-H. Hu, Nat. Chem. 2012, 4, 733-738. This reference provides crucial evidence for the involvment of zwitterionic intermediates. Although the authors mentioned a C-H insertion process, they described an intramolecular aromatic metal carbene electrophilic addition mechanism. In our opinion, the aromatic electrophilic addition mechanism is reasonable due to the existence of zwitterionic intermediates. On the other hand, an orbital symmetry allowed H[1,5] sigmatropic shift is a more reasonable process than their proposed 1,2-proton transfer for the proton transfer.
    • (2012) Nat. Chem. , vol.4 , pp. 733-738
    • Qiu, H.1    Li, M.2    Jiang, L.-Q.3    Lv, F.-P.4    Zan, L.5    Zhai, C.-W.6    Doyle, M.P.7    Hu, W.-H.8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.