Synlett 2010(10): 1572-1573  
DOI: 10.1055/s-0029-1219938
SPOTLIGHT
© Georg Thieme Verlag Stuttgart ˙ New York

Thiocarbonylthio Compounds

Niranjan Yeole*
School of Chemical Sciences, North Maharashtra University, ­Jalgaon 425 001, Maharashtra, India
e-Mail: niranjan.yeole@gmail.com;
Further Information

Publication History

Publication Date:
25 May 2010 (online)

Introduction

Thiocarbonylthio compounds consist mainly of thioesters, trithiocarbonates, xanthates, and dithiocarba­mates. They undergo saponification, alcoholysis or amino­lysis in the same way as carbonates, carbamates and carboxylic esters. Xanthates and dithiocarbamates concern vulcanization of rubber and in formulation of insecticides and fungicides for plant protection. Also, these compounds are used as agents for the reversible addition fragmentation chain transfer (RAFT) in controlled polymer synthesis. Thiocarbonylthio compounds can be achieved in moderate to high yield by heating a bis(thiocarbonyl) disulfide with an azo compound. [¹]

    References

  • 1 Thang S.-H. Chono YK. Mayadunne RTA. Moad G. Rizzardo E. Tetrahedron Lett.  1999,  40:  2435 
  • 2 Binot G. Quiclet-Sire B. Saleh T. Zard SZ. Synlett  2003,  382 
  • 3 Fabre S. Vila X. Zard SZ. Chem. Commun.  2006,  4964 
  • 4 Quiclet-Sire B. Zard SZ. Tetrahedron Lett.  1998,  39:  9435 
  • 5 Tournier L. Zard SZ. Tetrahedron Lett.  2005,  46:  455 
  • 6 Grainger RS. Innocenti P. Angew. Chem. Int. Ed.  2004,  43:  3445 
  • 7 Bagal SK. Tournier L. Zard SZ. Synlett  2006,  1485 
  • 8 Corbet M. Ferjancic Z. Quiclet-Sire B. Zard SZ. Org. Lett.  2008,  10:  3579 
  • 9 Mercey G. Brégeon D. Gaumont A.-C. Levillain J. Gulea M. Tetrahedron Lett.   2008,  49:  6553 
  • 10 Moad G. Rizzardo E. Thang SH. Polymer  2008,  49:  1079