Skip to main content
SpringerLink
Log in

Modified Glaser Reaction of Terminal Alkynes on KF/Alumina

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

Summary.

A variety of 1,3-diyne compounds are prepared in a solvent-free reaction on KF/alumina in the presence of catalytic amounts of Cu(OAc)2·H2O with up to 96% yields at room temperature.

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

  • C Glaser (1869) Ber Dtsch Chem Ges 2 422

    Google Scholar 

  • (a) Kumar A, Rhodes RA, Spychala J, Wilson WD, Boykin DW (1995) Eur J Med Chem Chim Ther 30: 99; (b) Kim YS, Jin SH, Kim SL, Hahn DR (1989) Arch Pharm Res 12: 207

  • (a) Lindsell WE, Murray C, Preston PN, Woodman TAJ (2000) Tetrahedron 56: 1233; (b) Hay AS (1960) J Org Chem 25: 1275; (c) Neenan TX, Whitesides GM (1988) J Org Chem 53: 2489

  • A De Meijere S Kozhushkov T Haumann R Boese C Puls MJ Cooney LT Scott (1995) Chem Eur J 1 124 Occurrence Handle1:CAS:528:DyaK2MXlvVSjsbk%3D

    CAS  Google Scholar 

  • J Li H Jiang (1999) Chem Commun 23 2369

    Google Scholar 

  • PH Li JC Yan M Wang L Wang (2004) Chinese Journal of Chemistry 22 219 Occurrence Handle1:CAS:528:DC%2BD2cXhsVWhs7Y%3D

    CAS  Google Scholar 

  • JS Yadav BVS Reddy K Bhaskar Reddy K Uma Gayathri AR Prasad (2003) Tetrahedron Lett 44 6493 Occurrence Handle1:CAS:528:DC%2BD3sXlvFOmurc%3D

    CAS  Google Scholar 

  • GW Kabalka L Wang RM Pagni (2001) Syn Lett 1 108

    Google Scholar 

  • GW Kabalka RM Pagni (1997) Tetrahedron 53 7999 Occurrence Handle10.1016/S0040-4020(97)00264-0 Occurrence Handle1:CAS:528:DyaK2sXktVOnu70%3D

    Article  CAS  Google Scholar 

  • Yamawaki J, Ando T (1979) Chem Lett 755

  • BE Blass (2002) Tetrahedron 58 9301 Occurrence Handle10.1016/S0040-4020(02)00992-4 Occurrence Handle1:CAS:528:DC%2BD38XosVKgt7g%3D

    Article  CAS  Google Scholar 

  • J Yamawaki T Kawate T Ando T Hanafusa (1983) Bull Chem Soc JPN 56 1885 Occurrence Handle1:CAS:528:DyaL3sXlsFOqsr0%3D

    CAS  Google Scholar 

  • (a) Clark JH, Cork DG, Robertson MS (1983) Chem Lett 1145; (b) Hu QS, Hu CM (1997) Chin Chem Lett 8: 665

  • (a) Zhang XH, Gao DB, Guo M, Yan SZ (1998) Chin Chem Lett 9: 521; (b) Nakano Y, Shi WY, Nishii Y, Igarashi M (1999) J Heterocycl Chem 36: 33

  • (a) Fraile JM, Garcia JI, Matoral JA, Figueras F (1996) Tetrahedron Lett 37: 5995; (b) Yadav VK, Kapoor KK (1996) Tetrahedron 52: 3659

  • A Sharifi M Mirzaei MR Naimi-Jamal (2002) J Chem Res (S) 12 628

    Google Scholar 

  • GW Coates AR Dunn LM Henling DA Dougherty RH Grubbs (1997) Angew Chem Int Ed Engl 36 248 Occurrence Handle10.1002/anie.199702481 Occurrence Handle1:CAS:528:DyaK2sXhsVWqsLo%3D

    Article  CAS  Google Scholar 

  • BK Sen KC Majumdar (1983) J Indian Chem Soc 60 409 Occurrence Handle1:CAS:528:DyaL2cXlvFOm

    CAS  Google Scholar 

  • AS Zanina GN Khabibulina VV Legkoderya IL Kotlyarevskii (1972) J Org Chem USSR (Engl. Transl.) 8 1556

    Google Scholar 

  • GF Hennion L Price (1962) J Org Chem 27 1587 Occurrence Handle1:CAS:528:DyaF38XktFSnsbc%3D

    CAS  Google Scholar 

  • F Toda Y Tokumaru (1990) Chem Lett 6 987

    Google Scholar 

  • G Wegner (1969) Naturforsch B Anorg Chem Org Chem Biochem Biophys Biol 24 824 Occurrence Handle1:CAS:528:DyaF1MXkvVWkur0%3D

    CAS  Google Scholar 

  • LA Paquette (1995) Encyclopedia of Reagents for Organic Synthesis, Vol 6 John Wiley & Sons Chichester 4223

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Chemistry and Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran

    Ali Sharifi & Mojtaba Mirzaei

  2. Faculty of Chemistry, Iran University of Science and Technology, Naarmak, 16846-11367, Tehran, Iran

    M. Reza Naimi-Jamal

Authors
  1. Ali Sharifi
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Mojtaba Mirzaei
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. Reza Naimi-Jamal
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Ali Sharifi or M. Reza Naimi-Jamal.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sharifi, A., Mirzaei, M. & Reza Naimi-Jamal, M. Modified Glaser Reaction of Terminal Alkynes on KF/Alumina. Monatsh. Chem. 137, 213–217 (2006). https://doi.org/10.1007/s00706-005-0416-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-005-0416-6

Search

Navigation