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Synthesis 2003(2): 0195-0197
DOI: 10.1055/s-2003-36814
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

The Reaction of Bu3P-CS2 Adduct with Azo Compounds and Aromatic Aldehydes­

Yuxiu Liu, Xiaodong Chen, Mei Xue, Ruzhen Cao, Lunzu Liu*
National Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China
e-Mail: lunzuliu@mail.zlnet.com.cn;
Further Information

Publication History

Received 9 May 2002
Publication Date:
22 January 2003 (online)

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Abstract

Bu3P-CS2 adduct, generated from tributylphosphine and carbon disulfide, reacted with dialkyl azodicarboxylates and aromatic aldehydes in one-pot to give 1,3,4-thiadiazolidine-2-thiones.

Key words

tributylphosphine - carbon disulfide - dialkyl azodicarboxylates - thiadiazolidine-2-thiones

    References

  • 1 Klepel M, Held P, and Tschampel G. inventors; German Patent (East)  100136.  ; Chem. Abstr. 1974, 80, 104876
  • 2 Uchida A. Iida T. Sato Y. Boger P. Z. Naturforsch., C: Biosci.  1997,  52:  345 ; Chem. Abstr. 1997, 127, 161761
    Google Scholar
  • 3 Iida T. Uchida A. Uraguchi R. Sato Y. Boger P. Wakabayashi K. Nippon Noyaku Gakkaishi  1997,  22:  303 ; Chem. Abstr. 1998, 128, 58544
    Google Scholar
  • 4 Zhang YY. Ding Y. Zhang YB. Chen YQ. Chin. Chem. Lett.  1996,  7:  309 ; Chem. Abstr. 1996, 125, 34027
    Google Scholar
  • 5 Zhang YY. Ding Y. Zhang YB. Chen YQ. Huaxue Xuebao  1997,  55:  411 ; Chem. Abstr. 1997, 126, 317555
    Google Scholar
  • 6 Ding Y. Zhang YY. Zhang J. Chen YQ. Bioorg. Med. Chem. Lett.  1997,  7:  1607 
    CrossrefGoogle Scholar
  • 7 Heugebaert FC, and Willems JF. inventors; US Patent  3474108.  ; Chem. Abstr. 1969, 71, 124439
  • 8 Heugebaert FC. Willems JF. Tetrahedron  1966,  22:  913 
    CrossrefGoogle Scholar
  • 9 Mayer KH. Lauerer D. Liebigs Ann. Chem.  1970,  731:  142 
    Google Scholar
  • 10 Anthom U. Larsen C. Nielsen PH. Acta Chem. Scand.  1970,  24:  179 
    Google Scholar
  • 11 Ali MA. Livingstone SE. Phillips DJ. Inorg. Chim. Acta  1973,  7:  553 
    CrossrefGoogle Scholar
  • 12 inventors; ; French Patent  2306205. ICI Australia Ltd. ; Chem. Abstr. 1977, 87, 39260
  • 13 Serban A, Warner RB, and Alcock KT. inventors; US Patent  4064262.  ; Chem. Abstr. 1978, 88, 120967
  • 14 Motoyoshiya J. Nishijima M. Yamamoto I. J. Chem. Soc., Perkin Trans. 1  1980,  574 
    CrossrefGoogle Scholar
  • 15 Scovill JP. Silverton JV. J. Org. Chem.  1980,  45:  4372 
    Google Scholar
  • 16 Karl IL. Karlr J. Moriarty RM. Tetrahedron Lett.  1964,  47:  3579 
    Google Scholar
  • 17 Grashey R. Huisgen R. Sun KK. J. Org. Chem.  1965,  30:  74 
    Google Scholar
  • 18 Chen XD. Liu YX. Xue M. Cao RZ. Liu LZ. Phosphorus, Sulfur Silicon Relat. Elem.  1999,  152:  185 
    Google Scholar
  • 19 Xu CF. Liu YX. Cao RZ. Liu LZ. Synth. Commun.  2002,  32:  535 
    CrossrefGoogle Scholar
  • 21 Guthrie RD. Jenkins ID. Aust. J. Chem.  1982,  35:  767 
    CrossrefGoogle Scholar
  • 22 Huang S. Handbook of Preparation of Organic Syntheses Reagents   Sichuan University Publishing House; China: 1988.  p.186-187  
    Google Scholar
20

Xu, C. F.; Liu Y. X.; Cao, R. Z.; Liu, L. Z. Heteroatom, in press.