Skip to main content
SpringerLink
Log in

Zinc-Mediated Cleavage of Diselenides: A Novel Synthesis of Selenoformates in Aqueous Media

  • Published:
Monatshefte für Chemie - Chemical Monthly Aims and scope Submit manuscript

Summary.

An efficient procedure was developed for the preparation of selenoformates by means of an one-pot zinc-mediated reaction of diaryl diselenides and chloroformates in aqueous media.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • MA Lucas OTK Ngugen CH Schiesser S-L Zheng (2000) Tetrahedron 56 3995 Occurrence Handle10.1016/S0040-4020(00)00299-4 Occurrence Handle1:CAS:528:DC%2BD3cXkt1ajsro%3D

    Article  CAS  Google Scholar 

  • a) Krief A, Hevesi L (1988) Organoselenium Chemistry, vol 1. Springer-Verlag, Berlin; b) Krief A (1991) In Comprehensive Organometallic Chemistry; Trost BM (ed) Pergamon, Oxford, p 85; c) Patai S, Rappoport Z (1986) The Chemistry of Organic Selenium and Tellurium Compounds, vol 1. Wiley, New York; d) Patai S, Rappoport Z (1987) The Chemistry of Organic Selenium and Tellurium Compounds, vol 2. Wiley, New York

  • a) Ranu BC, Mandal T, Samanta S (2003) Org Lett 5: 1439; b) Nishino T, Okada M, Kuroki T, Watanabe T, Nishiyama Y, Sonoda N (2002) J Org Chem 67: 8696

  • KB Sharpless RF Laura (1973) J Am Chem Soc 95 2697 Occurrence Handle10.1021/ja00789a055 Occurrence Handle1:CAS:528:DyaE3sXhsFyrsLc%3D

    Article  CAS  Google Scholar 

  • Aynsley EE, Greenwood NN, Leach JB (1966) Chem Ind (London) 379

  • Y Zhang Y Yu R Lin (1993) Synth Commun 23 189 Occurrence Handle10.1080/00397919308009767 Occurrence Handle1:CAS:528:DyaK3sXitlCitbo%3D

    Article  CAS  Google Scholar 

  • Suzuki H, Yoshinaga M, Takaoka K, Hiroi Y (1985) Synthesis 497

  • a) Klayman DL, Gunther WHH (1973) Organic Selenium Compounds: Their Chemistry and Biology, John Wiley, New York, p 191; b) Liotta D, Sunay U, Santiesteban H, Markiewicz W (1981) J Org Chem 46: 2605

  • F Taboury (1903) Bull Soc Chim Fr 29 761 Occurrence Handle1:CAS:528:DyaD28XotVE%3D

    CAS  Google Scholar 

  • a) Lubineau A, Auge J, Queneau Y (1994) Synthesis 741; b) Li CJ (1993) Chem Rev 93: 2023

  • Meunier P, Gaotheron B, Mazouz A (1986) J Chem Soc Chem Commun 424

  • Osuka A, Ohmasa N, Suzuki H (1982) Synthesis 857

  • W Bao Y Zhang (1995) Synth Commun 25 1825 Occurrence Handle10.1080/00397919508015426

    Article  Google Scholar 

  • a) Movassagh B, Shamsipoor M (2005) Synlett 121; b) Movassagh B, Shamsipoor M (2005) Synlett 1316; c) Movassagh B, Shamsipoor M, Joshaghani M (2004) J Chem Res (S) 148; d) Movassagh B, Mirshojaei F (2003) Monatsh Chem 134: 831; e) Movassagh B, Fazeli A (2006) Z Naturforsch 61b: 194; f) Huang X, Xu X-H (1998) Synth Commun 28: 807; g) Zhao X, Yu Z, Yan S, Wu S, Liu R, He W, Wang L (2005) J Org Chem 70: 7338

  • Schiesser CH, Skidmore MA (1997) J Chem Soc Perkin Trans 1 2689

  • MD Bachi E Bosch (1992) J Org Chem 57 4696 Occurrence Handle10.1021/jo00043a030 Occurrence Handle1:CAS:528:DyaK38XltFWnsr8%3D

    Article  CAS  Google Scholar 

  • MA Lucas CH Schiesser (1996) J Org Chem 61 5754 Occurrence Handle10.1021/jo960838y Occurrence Handle1:CAS:528:DyaK28Xks12lt78%3D

    Article  CAS  Google Scholar 

  • L Wang Y Zhang (1999) Synth Commun 29 3107 Occurrence Handle1:CAS:528:DyaK1MXkvFChsrs%3D

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, K.N. Toosi University of Technology, Tehran, Iran

    Barahman Movassagh & Azadeh Fazeli

  2. Kermanshah Oil Refining Company, Kermanshah, Iran

    Barahman Movassagh & Azadeh Fazeli

Authors
  1. Barahman Movassagh
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Azadeh Fazeli
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Barahman Movassagh.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Movassagh, B., Fazeli, A. Zinc-Mediated Cleavage of Diselenides: A Novel Synthesis of Selenoformates in Aqueous Media. Monatsh. Chem. 138, 863–865 (2007). https://doi.org/10.1007/s00706-007-0642-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-007-0642-1

Search

Navigation