The esterification of aliphatic and aromatic carboxylic acids with various alcohols (1°, 2°, 3°, benzylic) was studied under microwave irradiation in the presence of zinc triflate as catalyst; the reaction times were short and the yield of reactions was good to excellent.
(a) OgliarusoM.A., and WolfeJ. F., The Chemistry of Functional Groups, ed. PataiS., Wiley, Chichester, 1985, Suppl. B. Part 1, p. 411; (b) H. Pielatzik, B. Irmisch- Pielatzik, and T. Eicher, Methoden Org. Chem., Houben Weyl, Vol. 5 (E), p. 659; (c) R. Caputo, E. Corrado, C. Ferreri and G. Palumbo, Synth. Commun., 1986, 16, 1081.
2.
MulzerJ., Comprehensive Organic Synthesis, eds TrostB.M., and FlemingL., Pergamon Press, Oxford, 1991, Vol. 6, p. 323.
3.
(a) IshiharaK., KubotaM., KuriharaH., and YamamotoH., J. Org. Chem., 1996, 61, 4560; (b) E. Haslam, Tetrahedron, 1980, 36, 2409.
4.
ZhangY., WuS., and WangJ., Ferzicuihua, 1988, 2, 279.
5.
ImamaotoT., Lanthanides in Organic Synthesis, Academic Press, London, 1994.
6.
IranpoorN., and ShekarrizM., Bull. Chem. Soc. Ja., 1999, 72, 455.
7.
GryglewiczS., Applied Catalysis A: General, 2000, 192, 23.
8.
(a) PipusG., and PlazlI., KoloiniT., Chem. Eng. J., 2000, 76, 239; (b) B. Das, B. Venkataiah and P. Madhusudhan, Synlett, 2000, 59; (c) R. C. Anand and A. Milhotra, J. Chem. Res., 1999, 378; (d) A. Corma, H. Garcia, S. Iborra and J. Primo, J. Catal., 1989, 120, 78.
9.
KabzaK. G., ChapadosB. R., GestwickiJ. E., and McGrathJ. L., J. Org. Chem., 2000, 65, 1210.
10.
LoupyA., PetitA., HamelinJ., Texier-BoulletF., JacquaultP., and MatheD., Synthesis, 1998, 1213.
11.
FanX. J., YuanK. G., HaoC. L., LiN., TanG. Z., and YuX. D., Org. Prep. Proc. Int., 2000, 32, 287.
12.
StuergaD. A., and GaillardP., J. Microwave Power Electromag. Energy, 1996, 31, 87.
(a) MoriH., MizunoM., KidoA., WatanabeM., and FujimuraY., Nippon Kagaku Kaishi (Japan), 1999, 63; (b) O. Mascaretti and R. E. Furlan, Aldrichim. Acta, 1997, 30, 55; (c) J. I. Lee and S. J. Park, Bul. Korean Chem. Soc., 2000, 21, 141; (d) C. Miller, H. Austin, L. Posorske and J. Gonzlez, J. Am. Oil. Chem. Soc., 1988, 65 927; (e) I. Shimizu, T. Makuta and M. Oshima, Chem. Lett., 1989, 1457; (f) E. Dellacassa, P. Menendez, P. Moyna and E. Soler, Flavour Fragrance J., 1990, 5, 91.
16.
LideD.R., Handbook of Chemistry and Physics, 82nd, 2001–2002, CRC Press.
17.
(a) OsafumiH., SatoshiM., YoshifusaT., and MichisukeO., US 6319515, 2000; (b) Z. Moalongui, C. Lacaze-Dufaure, A. Gaset and L. Rigal, EP 967197, 1999.
18.
(a) WakasugiK., MisakiT., YamadaK., and TanabeY., Tetrahedron Lett., 2000, 41, 5249; (b) A. G. Barrett, D. C. Braddock, R. A. James, N. Koike and P. A. Procopiou., J. Org. Chem., 1998, 63, 6273; (c) H. Huamin, Z. Shaoxian, Q. Wanshan and N. Choxywu, Jilin Daxue Ziran Kexue Xuebao, 1987, 4, 71.
19.
(a) ZhangG., Synthetic Commun., 1999, 29, 607; (b) M. Hagedron, US 2157697, 1939.