Efficient esterification of carboxylic acids and phosphonic acids with trialkyl orthoacetate in ionic liquid

Tetrahedron - Tập 62 - Trang 1309-1317 - 2006
Tomonori Yoshino1, Satomi Imori1, Hideo Togo1,2
1Graduate School of Science and Technology, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan
2Department of Chemistry, Faculty of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan

Tài liệu tham khảo

Fischer, 1895, Ber., 28, 3252, 10.1002/cber.189502803176 Beaz, 1991, Vol. 6 1999 Otera, 1993, Chem. Rev., 93, 1449, 10.1021/cr00020a004 Ishihara, 2000, Science, 290, 1140, 10.1126/science.290.5494.1140 Ishihara, 2002, Tetrahedron, 58, 8179, 10.1016/S0040-4020(02)00966-3 Nakayama, 2004, Adv. Synth. Catal., 346, 1275, 10.1002/adsc.200404149 Ishihara, 2005, J. Am. Chem. Soc., 127, 4168, 10.1021/ja050223v Welton, 1999, Chem. Rev., 99, 2071, 10.1021/cr980032t Wasserscheid, 2000, Angew. Chem., Int. Ed., 39, 3772, 10.1002/1521-3773(20001103)39:21<3772::AID-ANIE3772>3.0.CO;2-5 Sheldon, 2001, Chem. Commun., 2399, 10.1039/b107270f Sheldon, 2002, Pure Appl. Chem., 72, 1233, 10.1351/pac200072071233 Earle, 2000, Pure Appl. Chem., 72, 1391, 10.1351/pac200072071391 Zhao, 2002, Aldrichim. Acta, 35, 75, 10.1016/S0003-2670(01)01543-4 Surette, 1996, Chem. Commun., 2753, 10.1039/CC9960002753 Adams, 1998, Chem. Commun., 2097 Jorapur, 2005, Org. Lett., 7, 1231, 10.1021/ol047446v Monteiro, 1997, Tetrahedron: Asymmetry, 8, 177, 10.1016/S0957-4166(96)00485-5 Dyson, 1999, Chem. Commun., 25, 10.1039/a807447j Adams, 1999, Chem. Commun., 1043, 10.1039/a901302d Howarth, 1997, Tetrahedron Lett., 38, 3097, 10.1016/S0040-4039(97)00554-6 Huddleston, 1998, Chem. Commun., 1765, 10.1039/A803999B Lee, 1999, Tetrahedron Lett., 40, 2461, 10.1016/S0040-4039(99)00249-X Carmichael, 1999, Org. Lett., 1, 997, 10.1021/ol9907771 Calo, 2000, Tetrahedron Lett., 41, 8973, 10.1016/S0040-4039(00)01592-6 Mathews, 2000, Chem. Commun., 1249, 10.1039/b002755n Fukuyama, 2002, Org. Lett., 4, 1691, 10.1021/ol0257732 Mayo, 2002, Org. Lett., 4, 1567, 10.1021/ol025789s Calo, 2000, Tetrahedron Lett., 41, 8977, 10.1016/S0040-4039(00)01593-8 Owens, 2000, Chem. Commun., 1165, 10.1039/b001661f Howarth, 2000, Tetrahedron Lett., 41, 6627, 10.1016/S0040-4039(00)01037-6 Ansari, 2002, Org. Lett., 4, 1507, 10.1021/ol025721c Yanada, 2002, Tetrahedron Lett., 43, 6849, 10.1016/S0040-4039(02)01461-2 Liu, 2003, Org. Lett., 5, 3321, 10.1021/ol0351549 Yadav, 2004, Tetrahedron, 60, 2131, 10.1016/j.tet.2003.12.056 Chhikara, 2005, Synlett, 63 Wu, 2005, Chem. Lett., 34, 312, 10.1246/cl.2005.312 Wu, 2005, Synlett, 607 Morrison, 2001, Tetrahedron Lett., 42, 6053, 10.1016/S0040-4039(01)01228-X Xie, 2002, Synthesis, 1505 Su, 2003, Synthesis, 555 Kitaoka, 2004, Chem. Commun., 1902, 10.1039/b404241g Sato, 2005, Adv. Synth. Catal., 347, 1337, 10.1002/adsc.200505083 Andrade, 2004, Synlett, 2135, 10.1055/s-2004-831328 Ren, 2001, Tetrahedron Lett., 42, 8441, 10.1016/S0040-4039(01)01850-0 Deng, 2001, J. Mol. Catal. A: Chem., 165, 33, 10.1016/S1381-1169(00)00422-2 Fraga-Dubreuil, 2002, Catal. Commun., 3, 185, 10.1016/S1566-7367(02)00087-0 Brinchi, 2003, Tetrahedron Lett., 44, 2027, 10.1016/S0040-4039(03)00179-5 McNulty, 2005, Tetrahedron Lett., 46, 3641, 10.1016/j.tetlet.2005.03.169 Kim, 2002, J. Am. Chem. Soc., 124, 10278, 10.1021/ja026242b Chiappe, 2003, J. Org. Chem., 68, 6710, 10.1021/jo026838h Brinchi, 2003, Tetrahedron Lett., 44, 6583, 10.1016/S0040-4039(03)01693-9 Brinchi, 2003, Tetrahedron Lett., 44, 2027, 10.1016/S0040-4039(03)00179-5 Mohile, 2003, Tetrahedron Lett., 44, 1255, 10.1016/S0040-4039(02)02786-7 Yadav, 2003, Tetrahedron Lett., 44, 2217, 10.1016/S0040-4039(03)00037-6 Kotti, 2004, Tetrahedron Lett., 45, 1427, 10.1016/j.tetlet.2003.12.051 Strancar, 2004, Synthesis, 359 Sakakura, 2005, Org. Lett., 7, 1999, 10.1021/ol0504796 Togo, 2003, Synlett, 702, 10.1055/s-2003-38379 Hurd, 1938, J. Am. Chem. Soc., 60, 1905, 10.1021/ja01275a051 MacKenzie, 1955, J. Org. Chem., 20, 1695, 10.1021/jo01364a015 Wohl, 1974, Synthesis, 38, 10.1055/s-1974-23232 Patwardhan, 1974, Synthesis, 348, 10.1055/s-1974-23314 Taylor, 1977, Synthesis, 467, 10.1055/s-1977-24445 Padmapriya, 1985, Synth. Commun., 15, 1057, 10.1080/00397918508076842 Trujillo, 1993, Tetrahedron Lett., 34, 7355, 10.1016/S0040-4039(00)60124-7 Yoshino, 2004, Synlett, 1604 Vellaccio, 1981, J. Org. Chem., 46, 3087, 10.1021/jo00328a020 Kafarski, 1983, Can. J. Chem., 61, 2425, 10.1139/v83-419 Bartlett, 1990, J. Org. Chem., 55, 6268, 10.1021/jo00313a012 Moriniere, 1988, Synth. Commun., 18, 331, 10.1080/00397918808064007 Furukawa, 1980, Synthesis, 937, 10.1055/s-1980-29280 Collins, 1983, Aust. J. Chem., 36, 2517, 10.1071/CH9832517 Takaku, 1983, Chem. Pharm. Bull., 31, 2157, 10.1248/cpb.31.2157