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Volumn 9, Issue 2, 2005, Pages 163-178

Bartoli indole synthesis

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL REACTIONS; MAGNESIUM COMPOUNDS; POLYCYCLIC AROMATIC HYDROCARBONS;

EID: 11844254813     PISSN: 13852728     EISSN: None     Source Type: Journal    
DOI: 10.2174/1385272053369204     Document Type: Review
Times cited : (126)

References (71)
  • 1
    • 85196433395 scopus 로고    scopus 로고
    • The name arose from the merge of the words indigo and oleum, meaning that it was isolated by treatment of the natural dye indigo with sulfuric acid / sulfuric anhydride mixture
    • The name arose from the merge of the words indigo and oleum, meaning that it was isolated by treatment of the natural dye indigo with sulfuric acid / sulfuric anhydride mixture.
  • 10
    • 0034615797 scopus 로고    scopus 로고
    • For recent reviews on the de novo construction of the indole nucleus, see among others
    • For recent reviews on the de novo construction of the indole nucleus, see among others: Gribble G. W. J. Chem. Soc. Perkin Trans. 1, 2000, 1045-1075.
    • (2000) J. Chem. Soc. Perkin Trans. 1 , pp. 1045-1075
    • Gribble, G.W.1
  • 15
    • 0003979828 scopus 로고    scopus 로고
    • Academic Press: San Diego
    • Sundberg, R. J. Indoles, Academic Press: San Diego, 1996.
    • (1996) Indoles
    • Sundberg, R.J.1
  • 18
    • 0141741411 scopus 로고    scopus 로고
    • For a wide literature on functionalization of indole nucleus see among others references cited
    • For a wide literature on functionalization of indole nucleus see among others references cited in: Hartung, C.G.; Fecher, A., Chapell, B.; Snieckus V. Org. Lett., 2003, 5, 1899-1902.
    • (2003) Org. Lett. , vol.5 , pp. 1899-1902
    • Hartung, C.G.1    Fecher, A.2    Chapell, B.3    Snieckus, V.4
  • 32
    • 0010208385 scopus 로고
    • Polar versus electron transfer pathway in the reaction of alkyl Grignard reagents with mononitroarenes. Factor affecting product distribution
    • Chanon, M; Juliard, M.; Poite, J.C.; eds. Kluwer Academic Publisher, Dordrecht
    • Bartoli, G.; Bosco, M.; Dalpozzo, R.; Grossi, L. Polar versus electron transfer pathway in the reaction of alkyl Grignard reagents with mononitroarenes. Factor affecting product distribution. In Paramagnetic Organometallic Species in Activation, Selectivity and Catalysis. Chanon, M; Juliard, M.; Poite, J.C.; eds. Kluwer Academic Publisher, Dordrecht, 1989, 489-502.
    • (1989) Paramagnetic Organometallic Species in Activation, Selectivity and Catalysis , pp. 489-502
    • Bartoli, G.1    Bosco, M.2    Dalpozzo, R.3    Grossi, L.4
  • 57
    • 85196434326 scopus 로고    scopus 로고
    • In classical Grignard chemistry, this would constitute the normal addition, since electrophile was added to the freshly prepared organomagnesium. The inverse addition becomes the norm in the modern era when so many Grignard reagents are purchased
    • In classical Grignard chemistry, this would constitute the normal addition, since electrophile was added to the freshly prepared organomagnesium. The inverse addition becomes the norm in the modern era when so many Grignard reagents are purchased.
  • 69
    • 85196433616 scopus 로고    scopus 로고
    • Actually, lower yields decreasing temperature badly joins with an SET mechanism, where lower temperatures should increase in-cage reactions and therefore addition over redox processes. Dobbs did not describe reaction product distribution. Other products arising from in-cage mechanism, such as anilines or diarylamines should be the by-products, which lowers yields. Nevertheless, Dobbs' results are in contrast with Harrowven's
    • Actually, lower yields decreasing temperature badly joins with an SET mechanism, where lower temperatures should increase in-cage reactions and therefore addition over redox processes. Dobbs did not describe reaction product distribution. Other products arising from in-cage mechanism, such as anilines or diarylamines should be the by-products, which lowers yields. Nevertheless, Dobbs' results are in contrast with Harrowven's.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.