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Volumn 9, Issue 13, 2011, Pages 4882-4885

CH activation and CH2 double activation of indolines by radical translocation: Understanding the chemistry of the indolinyl radical

Author keywords

[No Author keywords available]

Indexed keywords

C-H ACTIVATION; DOUBLE ACTIVATION;

EID: 79959787325     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c1ob05527e     Document Type: Article
Times cited : (15)

References (30)
  • 6
    • 0003607021 scopus 로고    scopus 로고
    • A. R. Katritzky, C. W. Rees and E. F. V. Scriven, Elsevier, Oxford, 1st edn, 119-206
    • R. J. Sundberg, in Comprehensive Heterocyclic Chemistry II, ed., A. R. Katritzky,,, C. W. Rees, and, E. F. V. Scriven,, Elsevier, Oxford, 1st edn, 1996, vol. 2. ch. 2.03, pp. 119-206
    • (1996) Comprehensive Heterocyclic Chemistry II, Ed.
    • Sundberg, R.J.1
  • 7
    • 77955170036 scopus 로고    scopus 로고
    • A. R. Katritzky, C. A. Ramsden, E. F. V. Scriven and R. J. K. Taylor, Elsevier, Oxford, 1st edn, 269-351
    • J. Bergman and T. Janaosik, in Comprehensive Heterocyclic Chemistry III, ed., A. R. Katritzky,,, C. A. Ramsden,,, E. F. V. Scriven, and, R. J. K. Taylor,, Elsevier, Oxford, 1st edn, 2008, vol. 3. ch. 3.03, pp. 269-351
    • (2008) Comprehensive Heterocyclic Chemistry III, Ed.
    • Bergman, J.1    Janaosik, T.2
  • 27
    • 57249084541 scopus 로고    scopus 로고
    • The reaction can also be mediated by tris(trimethylsilyl)silane (TTMSS) and an example related to those in Scheme 1 is presented in the ESI The stereochemistry ascribed to 4a and 5 is based on analogous reactions of benzo[b]furanyl radical intermediates
    • J. Robertson J. Pillai R. K. Lush Chem. Soc. Rev. 2001 30 94 103
    • (2001) Chem. Soc. Rev. , vol.30 , pp. 94-103
    • Robertson, J.1    Pillai, J.2    Lush, R.K.3
  • 29
    • 27644476270 scopus 로고    scopus 로고
    • Competition between H-atom abstraction from tributyltin hydride and indole formation is also manifest in related radical cyclisations to indoles [ref. 6]. We note that where an intermediate indolinyl radical is stabilised by conjugation, these reactions show a greater tendency to follow the 'oxidative' cyclisation pathway leading to indoles
    • J. C. Walton A. Studer Acc. Chem. Res. 2005 38 794 802
    • (2005) Acc. Chem. Res. , vol.38 , pp. 794-802
    • Walton, J.C.1    Studer, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.