Synthesis, Table of Contents PAPER © Georg Thieme Verlag Stuttgart ˙ New York Synthesis of Substituted Phenyl 2-Aminopyridine-3-sulfonates Michael Fischer, Reinhard Troschütz*Department of Medicinal Chemistry, Emil-Fischer-Center, Friedrich-Alexander-University, Schuhstraße 19, 91052 Erlangen, GermanyFax: +49(9131)8522587; e-Mail: troschuetz@pharmazie.uni-erlangen.de; Recommend Article Abstract Buy Article All articles of this category Abstract A series of phenyl 2-aminopyridine-3-sulfonates 3 has been synthesized starting from phenyl cyanomethanesulfonate (5). Pinner reaction with 5 gave phenoxysulfonylketene aminal 4K which was cyclocondensed with a series of C3-biselectrophiles to yield the title compounds, which are of pharmaceutical and medicinal interest. Key words pyridines - condensation - tautomerisation - phenoxysulfonylketene aminals - 2-aminopyridine-3-sulfonates Full Text References References 1 Yale HL. Sheehan JT. J. Org. Chem. 1991, 26: 4315 2 Weller HN. Miller AV. Moquin RV. Dickinson KEJ. Hedberg SA. Moreland S. Cohen RB. Delaney CL. Skwish S. Williams S. Bioorg. Med. Chem. Lett. 1992, 2: 1115 3 Pirotte B. de Tullio P. Lebrun P. Antoine M.-H. Fontaine J. Masereel B. Schynts M. Dupont L. Herchuelz A. Delarge J. J. Med. Chem. 1993, 36: 3211 4 de Tullio P. Pirotte B. Dupont L. Masereel B. Laeckmann D. Podona T. Diouf O. Lebrun P. Delarge J. Tetrahedron 1995, 51: 3221 5 Neill CG. Preston PN. Wightman RH. Tetrahedron 1998, 54: 13645 6 Troschütz R. Arch. Pharm. (Weinheim, Ger.) 1979, 312: 455 7 Söllhuber-Kretzer M. Troschütz R. Roth HJ. Arch. Pharm. (Weinheim, Ger.) 1982, 315: 199 8 Mertens H. Troschütz R. Roth HJ. Arch. Pharm. (Weinheim, Ger.) 1986, 319: 380 9 Troschütz R. Arch. Pharm. (Weinheim, Ger.) 1989, 322: 285 10 Krutak JJ. Burpitt RD. Moore WH. Hyatt JA. J. Org. Chem. 1979, 44: 3847 11 Hoogenboom BE. Abbott R. Locatell L. Hinman RL. J. Org.Chem. 1959, 24: 1983 12 Bredereck H. Effenberger F. Botsch H. Chem. Ber. 1964, 97: 3397 13 Pichler H. Folkers G. Roth HJ. Eger K. Liebigs Ann. Chem. 1986, 1485 14 Troschütz R. Dennstedt T. Arch. Pharm (Weinheim, Ger.) 1994, 327: 221