Synlett 2012; 23(7): 955-958
DOI: 10.1055/s-0031-1290506
synpacts
© Georg Thieme Verlag Stuttgart · New York

Silver-Catalyzed Fluorination Reactions

Tao Xu
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai, 200032, P. R. of China, Fax: +86(21)64166128   Email: gliu@mail.sioc.ac.cn
,
Guosheng Liu*
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai, 200032, P. R. of China, Fax: +86(21)64166128   Email: gliu@mail.sioc.ac.cn
› Author Affiliations
Further Information

Publication History

Received: 10 January 2012

Accepted after revision: 03 February 2012

Publication Date:
16 March 2012 (online)

Abstract

The silver-catalyzed fluorination has been developed for introducing a fluorine atom into organic compounds. Recent progress in this area is reviewed with an emphasis on the silver-catalyzed intramolecular aminofluorination of allenes.

 
  • Reference

    • 2a Kirk KL. Org. Process Res. Dev. 2008; 12: 305
    • 2b Baudoux J, Cahard D. Org. React. 2007; 69: 347
    • 2c Furuya T, Kuttruff CA, Ritter T. Curr. Opin. Drug Discovery Dev. 2008; 11: 803
    • For recent reviews on transition-metal-catalyzed C–F bond formation, see:

    • 3a Brown JM, Gouverneur V. Angew. Chem. Int. Ed. 2009; 48: 8610
    • 3b Grushin VV. Acc. Chem. Res. 2010; 43: 160
    • 3c Furuya T, Klein JE. M. N, Ritter T. Synthesis 2010; 1804
    • 3d Furuya T, Kamlet AS, Ritter T. Nature (London) 2011; 473: 470
  • 4 Watson DA, Su M, Teverovskiy G, Zhang Y, García-Fortanet J, Kinzel T, Buchwald SL. Science 2009; 325: 1661
    • 5a Hull KL, Anani WQ, Sanford MS. J. Am. Chem. Soc. 2006; 128: 7134
    • 5b Wang X, Mei T.-S, Yu J.-Q. J. Am. Chem. Soc. 2009; 131: 7520
    • For the mechanism studies of Ar–F formation, see:

    • 6a Ball ND, Sanford MS. J. Am. Chem. Soc. 2009; 131: 3796
    • 6b Furuya T, Kaiser HM, Ritter T. Angew. Chem. Int. Ed. 2008; 47: 5993

    • For the Csp3–F reductive elimination from Pt and Pd center, see:
    • 6c Zhao S.-B, Becker JJ, Gagńe MR. Organometallics 2011; 30: 3926

    • From Au complex, see:
    • 6d Mankad NP, Toste FD. Chem. Sci. 2012; 3: 72
    • 7a Wu T, Yin G, Liu G. J. Am. Chem. Soc. 2009; 131: 16354
    • 7b Qiu S, Xu T, Zhou J, Guo Y, Liu G. J. Am. Chem. Soc. 2010; 132: 2856
    • 7c Peng H, Liu G. Org. Lett. 2011; 13: 772
  • 8 Xu T, Mu X, Peng H, Liu G. Angew. Chem. Int. Ed. 2011; 50: 8176
  • 9 Tius MA, Kawakami JK. Tetrahedron 1995; 51: 3997
  • 10 Furuya T, Strom AE, Ritter T. J. Am. Chem. Soc. 2009; 131: 1662
    • 11a Furuya T, Ritter T. Org. Lett. 2009; 11: 2860
    • 11b Tang P, Ritter T. Tetrahedron 2011; 67: 4449
  • 12 Tang P, Furuya T, Ritter T. J. Am. Chem. Soc. 2010; 132: 12150
    • For some reviews on the silver-catalyzed or silver-mediated cycloaddition reactions, see:

    • 13a Naodovic M, Yamamoto H. Chem. Rev. 2008; 108: 3132
    • 13b Álvarez-Corral M, Muñoz-Dorado M, Rodríguez-García I. Chem. Rev. 2008; 108: 3174
  • 14 Sai M, Matsubara S. Org. Lett. 2011; 13: 4676