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Volumn 7, Issue 22, 2009, Pages 4744-4752

Geometry-dependent divergence in the gold-catalyzed redox cascade cyclization of o-alkynylaryl ketoximes and nitrones leading to isoindoles

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIZATIONS; GOLD COMPLEXES; ISOINDOLES; ISOQUINOLINES; KETOXIMES; MECHANISTIC MODELS; N-OXIDES; NITRONES; NUCLEOPHILIC ATTACK; REACTION PROFILE; REDOX CASCADES; SHARP CONTRAST; VARIOUS SUBSTRATES;

EID: 70350651340     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b910757f     Document Type: Article
Times cited : (95)

References (83)
  • 27
    • 0035691929 scopus 로고    scopus 로고
    • Toste and Zhang have independently reported the use of sulfoxides as oxidants for alkynes by Au(i)-catalysts. See:
    • W. Friebolin W. Eberbach Helv. Chim. Acta 2001 84 3822
    • (2001) Helv. Chim. Acta , vol.84 , pp. 3822
    • Friebolin, W.1    Eberbach, W.2
  • 48
    • 67949109498 scopus 로고    scopus 로고
    • For the synthesis and applications of isoindoles and annelated pyrroles (selected examples):
    • I. Nakamura Y. Sato M. Terada J. Am. Chem. Soc. 2009 131 4198
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 4198
    • Nakamura, I.1    Sato, Y.2    Terada, M.3
  • 68
    • 33947572492 scopus 로고    scopus 로고
    • 13C NMR showed a good match with the reported values; see (for 4c): ref. 20b,c Two preliminary examples (Table 5, entries 1 and 2) of the isoindole formation from the nitrone have been reported in ref. 9a
    • X. Wan G. Doridot M. M. Joullié Org. Lett. 2007 9 977
    • (2007) Org. Lett. , vol.9 , pp. 977
    • Wan, X.1    Doridot, G.2    Joullié, M.M.3
  • 82
    • 37049121812 scopus 로고
    • 3-catalyzed cyclization of o-alkynyl nitrobenzene into isatogens and anthranils, where the nitro group might participate in an internal redox similar to this mechanism. See:
    • R. I. Fryer B. Brust J. V. Early L. H. Sternbach J. Chem. Soc. C 1967 366
    • (1967) J. Chem. Soc. C , pp. 366
    • Fryer, R.I.1    Brust, B.2    Early, J.V.3    Sternbach, L.H.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.