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Volumn 352, Issue 11-12, 2010, Pages 1861-1869

Iron (III) chloride-catalyzed direct sulfonylation of alcohols with sodium arenesulfinates

Author keywords

Benzylic alcohols; Chlorotrimethylsilane; Direct sulfonylation; Homoallylic alcohols; Sodium p toluenesulfinate

Indexed keywords


EID: 77956352965     PISSN: 16154150     EISSN: 16154169     Source Type: Journal    
DOI: 10.1002/adsc.200900905     Document Type: Article
Times cited : (78)

References (141)
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    • a) For a review on iron-catalyzed carbon-heteroatom bond formation reactions, see: A. Correa, O. G. Mancheno, C. Bolm, Chem. Soc. Rev. 2008, 37, 1108
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    • f) for iron-catalyzed carbon-heteroatom bond formation contaminated by copper, see: S. L. Buchwald, C. Bolm, Angew. Chem. 2009, 121, 5694;
    • (2009) Angew. Chem. , Issue.121 , pp. 5694
    • Buchwald, S.L.1    Bolm, C.2
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    • For reviews on iron-catalyzed oxidative coupling, see: a) A. A. O. Sarhan, C. Bolm, Chem. Soc. Rev. 2009, 38, 2730-2744
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    • For the utility of the diarylmethyl sulfones in organic synthesis, see: T. Niwa, H. Yorimitsu, K. Oshima, Tetrahedron 2009, 65, 1971.
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    • and references cited therein
    • The stability of benzylic carbocation is well-documented and has been a subject of theoretical and experimental studies: Y. Liu, S. Zhou, G. Li, B. Yan, S. Guo, Y. Zhou, H. Zhang, P. Wang, Adv. Synth. Catal. 2008, 350, 797, and references cited therein.
    • (2008) Adv. Synth. Catal. , vol.350 , pp. 797
    • Liu, Y.1    Zhou, S.2    Li, G.3    Yan, B.4    Guo, S.5    Zhou, Y.6    Zhang, H.7    Wang, P.8
  • 131
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    • Both allylic and homoallylic sulfones formed as inseparable mixture and the ratio given is based on 1H NMR
    • Both allylic and homoallylic sulfones formed as inseparable mixture and the ratio given is based on 1H NMR.


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