Synthesis, Table of Contents PAPER © Georg Thieme Verlag Stuttgart · New York A Simple and Facile Carboxylation Method and Its Application for Synthesis of Liquid Crystals Adam Shih-Yuan Lee*, Chih-Chiang Wu, Li-Shin Lin, Hsiu-Fu HsuDepartment of Chemistry, Tamkang University, Tamsui, TaiwanFax: +886 (2)26223830; e-Mail: adamlee@mail.tku.edu.tw; Recommend Article Abstract Buy Article All articles of this category Abstract Sonication of a mixture of magnesium powder, 1,2-dibromoethane, aryl bromide and diethyl dicarbonate in THF followed by treatment with BF3·OEt2 at room temperature afforded aryl ester with reasonable yield. A series of aryl bromides were investigated and transformed to their corresponding aryl esters under the reaction conditions. Key words carboxylation - Barbier reaction - diethyl dicarbonate - Lewis acid - liquid crystal Full Text References References 1 Larock RC. Comprehensive Organic Transformations: A Guide to Functional Group Preparations 2nd ed.: John Wiley & Sons Inc.; New York: 1999. 2 Olah GA. Torok B. Joschek JP. Bucsi I. Esteves PM. J. Am. Chem. Soc. 2002, 124: 11379 3 Keramane E.-M. Boyer B. Rogue J.-P. Tetrahedron Lett. 2001, 42: 855 4 Smith AB. Leahy JW. Noda I. Remiszewski SW. Liverton NJ. Zibuck R. J. Am. Chem. Soc. 1992, 114: 2995 5 Schlosser M. Geneste H. Tetrahedron 1998, 54: 10119 6 Satyanarayana G. Sivaram S. Synth. Commun. 1990, 20: 3273 7 Marchand A. Maxwell A. Mootoo B. Pelter A. Reid A. Tetrahedron 2000, 56: 7331 8 Woodward RB. Hoye TR. J. Am. Chem. Soc. 1977, 99: 8007 9 Jung ME. Hagenah JA. J. Org. Chem. 1987, 52: 1889 10 Cacchi S. Lupi A. Tetrahedron Lett. 1992, 33: 3939 11 Fletcher SR. Burkamp F. Blurton P. Cheng SKF. Clarkson R. O’Connor D. Spinks D. Tudge M. van Niel MB. Patel S. Chapman K. Marwood R. Shepheard S. Bentley G. Cook GP. Bristow LJ. Castro JL. Hutson PH. MacLeod AM. J. Med. Chem. 2002, 45: 492 12 Lee AS.-Y. Dai W.-C. Tetrahedron 1997, 53: 859 13 Lee AS.-Y. Kung C.-C. J. Chin. Chem. Soc. 1997, 44: 65 14 Frey J. Bond AD. Holmes AB. Chem. Commun. 2002, 2424 15 Kumar S. Varshney SK. Angew. Chem. Int. Ed. 2000, 39: 3140 16 Cayuela R. Nguyen HT. Destrade C. Levelut AM. Mol. Cryst. Liq. Cryst. 1989, 177: 81 17 Lupton JM. Samuel IDW. Frampton MJ. Beavington R. Burn PL. Adv. Funct. Mater. 2001, 11: 287 18 Wu I.-Y. Lin JT. Tao Y.-T. Balasubramaniam E. Adv. Mater. 2000, 12: 668 19 Pelter A. Jenkins I. Jones DE. Tetrahedron 1997, 53: 10357 20 Dawson MI. Jong L. Hobbs PD. Cameron JF. Chao W.-r. Pfahl M. Lee M.-O. Shroot B. Pfahl M. J. Med. Chem. 1995, 38: 3368 21 Ansell MF. The Chemistry of Acyl Halides Patai S. Interscience; London: 1972. p.35-68 22 Nagano R. Nishikido J. Inazu T. Yoshino T. Bull. Chem. Soc. Jpn. 1973, 46: 653 23 Chowdhury C. Kundu NG. Tetrahedron 1999, 55: 7011