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Volumn 70, Issue 12, 2005, Pages 4774-4777

Highly atom-economic one-pot formation of three different C-P bonds: General synthesis of acyclic tertiary phosphine sulfides

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; CHEMICAL REACTIONS; MAGNESIUM COMPOUNDS; SULFUR;

EID: 20444430507     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0502145     Document Type: Article
Times cited : (22)

References (55)
  • 10
    • 84963283219 scopus 로고
    • Phosphines, phosphonium salts, and halogeno phosphines
    • Barton, D., Ollis, W. D., Stoddart, J. F., Eds.; Pergamon Press: New York
    • (b) Smith, D. J. Phosphines, Phosphonium Salts, and Halogeno Phosphines. In Comprehensive Organic Chemistry; Barton, D., Ollis, W. D., Stoddart, J. F., Eds.; Pergamon Press: New York, 1979; Vol. 2, pp 1128-1138.
    • (1979) Comprehensive Organic Chemistry , vol.2 , pp. 1128-1138
    • Smith, D.J.1
  • 15
    • 20444389202 scopus 로고
    • Kosolapoff, G. M., Maier, L., Eds.; Wiley-Interscience: New York, Chapter 1
    • (b) Fild, M.; Smchutzler, R. In Organic Phosphorus Compounds; Kosolapoff, G. M., Maier, L., Eds.; Wiley-Interscience: New York, 1972; Vol. 4, Chapter 1.
    • (1972) Organic Phosphorus Compounds , vol.4
    • Fild, M.1    Smchutzler, R.2
  • 36
    • 20444401713 scopus 로고    scopus 로고
    • (Union Carbide Corp., New York) U.S. Patent 3,048,638, 1961
    • Forster, D. J. (Union Carbide Corp., New York) U.S. Patent 3,048,638, 1961.
    • Forster, D.J.1
  • 46
    • 0003686598 scopus 로고
    • ACS Monograph 175; American Chemical Society: Washington, DC
    • 31P NMR spectroscopy as reported previously in ref 18b. For reviews on pentacoordinated phosphorus and similar hypervalent phosphorus compounds see: Holmes, R. R. Pentacoordinated Phosphorus Structure and Spectroscopy; ACS Monograph 175; American Chemical Society: Washington, DC, 1980; Vols. I and II.
    • (1980) Pentacoordinated Phosphorus Structure and Spectroscopy , vol.1-2
    • Holmes, R.R.1
  • 51
    • 1442360812 scopus 로고    scopus 로고
    • There are indications that free radicals may be involved in reactions with Grignard reagents, see: Hoffman, R. W. Chem. Soc. Rev. 2003, 32, 225-230.
    • (2003) Chem. Soc. Rev. , vol.32 , pp. 225-230
    • Hoffman, R.W.1
  • 52
    • 77049094007 scopus 로고
    • ACS Monograph 176; American Chemical Society. Washington, DC, Chapter 2
    • Holmes, R. R. Pentacoordinate Phosphorus; ACS Monograph 176; American Chemical Society. Washington, DC, 1980; Vol. II, Chapter 2, pp 87-105.
    • (1980) Pentacoordinate Phosphorus , vol.2 , pp. 87-105
    • Holmes, R.R.1
  • 55
    • 20444362901 scopus 로고    scopus 로고
    • note
    • This hypervalent intermediate A′ is presumably more unstable than A because it not contains the additional ring derived by bis-(Grignard reagent) as in A. For a review on the stability of hypervalent phosphorus species, see ref 24.


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