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.
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C Glaser (1869) Ber Dtsch Chem Ges 2 422
(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
J Li H Jiang (1999) Chem Commun 23 2369
PH Li JC Yan M Wang L Wang (2004) Chinese Journal of Chemistry 22 219 Occurrence Handle1:CAS:528:DC%2BD2cXhsVWhs7Y%3D
JS Yadav BVS Reddy K Bhaskar Reddy K Uma Gayathri AR Prasad (2003) Tetrahedron Lett 44 6493 Occurrence Handle1:CAS:528:DC%2BD3sXlvFOmurc%3D
GW Kabalka L Wang RM Pagni (2001) Syn Lett 1 108
GW Kabalka RM Pagni (1997) Tetrahedron 53 7999 Occurrence Handle10.1016/S0040-4020(97)00264-0 Occurrence Handle1:CAS:528:DyaK2sXktVOnu70%3D
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
J Yamawaki T Kawate T Ando T Hanafusa (1983) Bull Chem Soc JPN 56 1885 Occurrence Handle1:CAS:528:DyaL3sXlsFOqsr0%3D
(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
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
BK Sen KC Majumdar (1983) J Indian Chem Soc 60 409 Occurrence Handle1:CAS:528:DyaL2cXlvFOm
AS Zanina GN Khabibulina VV Legkoderya IL Kotlyarevskii (1972) J Org Chem USSR (Engl. Transl.) 8 1556
GF Hennion L Price (1962) J Org Chem 27 1587 Occurrence Handle1:CAS:528:DyaF38XktFSnsbc%3D
F Toda Y Tokumaru (1990) Chem Lett 6 987
G Wegner (1969) Naturforsch B Anorg Chem Org Chem Biochem Biophys Biol 24 824 Occurrence Handle1:CAS:528:DyaF1MXkvVWkur0%3D
LA Paquette (1995) Encyclopedia of Reagents for Organic Synthesis, Vol 6 John Wiley & Sons Chichester 4223
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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
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DOI: https://doi.org/10.1007/s00706-005-0416-6