PDF herunterladen
Synthesis 2011(10): 1526-1528  
DOI: 10.1055/s-0030-1260016
SHORTPAPER
© Georg Thieme Verlag Stuttgart ˙ New York

One-Pot Synthesis of 3-Arylquinazoline-2,4(1H,3H)-dithiones by the Reaction of 2-Lithiophenyl Isothiocyanates with Aryl Isothiocyanates

Kazuhiro Kobayashi*, Yuki Yokoi, Hisatoshi Konishi
Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan
Fax: +81(857)315263; e-Mail: kkoba@chem.tottori-u.ac.jp;
Weitere Informationen

Publikationsverlauf

Received 14 February 2011
Publikationsdatum:
19. April 2011 (online)

    Lizenzen und Reprints Alle Artikel dieser Rubrik

Abstract

3-Arylquinazoline-2,4(1H,3H)-dithiones were synthesized in satisfactory yields from 2-bromophenyl isothiocyanates in one pot via generation of the corresponding 2-lithiophenyl isothiocyanates by bromine-lithium exchange with butyllithium followed by treatment with aryl isothiocyanates.

Key words

quinazoline-2,4(1H,3H)-dithiones - 2-lithiophenyl isothiocyanates - 2-bromophenyl isothiocyanates - aryl isothiocyanates - benzothioamides

    References

  • 1 Taylor EC. Warrener RN. Mckillop A. Angew. Chem., Int. Ed. Engl.  1966,  5:  309 ; Angew. Chem. 1966, 78, 333
    CrossrefGoogle Scholar
  • 2a Walsser K. Gregor JV. Kunes J. Kubicova L. Klimeova V. Kaustova J. Farmaco  2001,  56:  803 
    Google Scholar
  • 2b Castano T. Wang H. Campillo NE. Ballester S. Gonzalez-Garcia C. Hernandez J. Perez C. Cuenca J. Perez-Castillo A. Martinez A. Huertas O. Gelpi JL. Luques FJ. Ke H. Gil C. ChemMedChem  2009,  4:  866 
    Google Scholar
  • 3a Dyke HJ, Richard MD, Haughan AF, and Sharpe A. inventors; PCT Int. Pat. Appl. WO  053958.  ; Chem. Abstr. 2003, 139, 85370
  • 3b Gil Ayuso-Gontan C, Castano Calduch T, Campillo Martin N, Ballester Jareno S, Gonzalez Garcia C, and Hernandez Torres FJ. inventors; PCT Int. Pat. Appl. WO  113881.  ; Chem. Abstr. 2008, 149, 402387
  • 3c Martizez Gil C, Gil Ayuso-Gontan A, Perez Martin C, Perez Castillo A, Moralez Garcia J, Redondo Sancho M, and Sanz San Cristobal M. inventors; PCT Int. Pat. Appl. WO  133740.  ; Chem. Abstr. 2008, 153, 643513
  • 4 Kobayashi K. Yokoi Y. Komatsu T. Konishi H. Tetrahedron  2010,  66:  9336 
    CrossrefGoogle Scholar
  • 5 Yan S. Appleby T. Gunic E. Shim JH. Tasu T. Kim H. Rong F. Chen H. Hamatake R. Wu JZ. Hong Z. Yao N. Bioorg. Med. Chem. Lett.  2007,  17:  28 
    CrossrefGoogle Scholar
  • 6 Tobisu M. Yamaguchi S. Chatani N. Org. Lett.  2007,  9:  3351 
    CrossrefGoogle Scholar