Synthesis, Table of Contents SHORTPAPER© Georg Thieme Verlag Stuttgart ˙ New YorkSynthesis and Reactions of an Imidazolone Anion EquivalentGeorge A. Kraus*, Prabir K. ChoudhuryDepartment of Chemistry, Iowa State University, Ames, IA 50011, USAFax: +1(515)2940105; e-Mail: gakraus@iastate.edu; Recommend Article Abstract Buy Article All articles of this category Abstract An imidazolone anion equivalent was prepared. The imidazolone moiety could be revealed by N-methylation followed by treatment with sodium phenyl sulfide. Key words sulfur - imidazole - alkylation - heterocycle - nucleophilic additions Full Text References References <A NAME="RM04602SS-1A">1a</A> Kealiiquinone: Kawasaki I. Taguchi N. Yamamoto T. Yamashita M. Ohta S. Tetrahedron Lett. 1995, 36: 8251 <A NAME="RM04602SS-1B">1b</A> Synthesis: Kawasaki I. Taguchi N. Yamamoto T. Yamashita M. Ohta S. Tetrahedron Lett. 1995, 36: 8251 <A NAME="RM04602SS-2">2</A> Koenig WA. Hass W. Dehler W. Fiedler HP. Zaehner H. Liebigs Ann. Chem. 1980, 622 <A NAME="RM04602SS-3">3</A> Jego P. Hubert N. Morel I. Pasdeloup N. Ocaktan A. Abdallah M. Brissot P. Lescoat G. Biochem. Pharmacol. 1992, 43: 1275 <A NAME="RM04602SS-4">4</A> Le Bourdonnec B. Meulon E. Yous S. Goossens J.-F. Houssin R. Henichart J.-P. J. Med. Chem. 2000, 43: 2685 <A NAME="RM04602SS-5">5</A> Poindexter GS, Antal I, Giupponi LM, Stoffel RH, Gillman K, and Higgins M. inventors; PCT Int. Appl. WO 9948888. ; A1 19990930; CAN 131, 257562 <A NAME="RM04602SS-6">6</A> Karabelas K, Lepisto M, and Sjo P. inventors; PCT Int. Appl. WO 9932483. ; A1 19990701; CAN 131, 58823 <A NAME="RM04602SS-7">7</A> Moon E.-Y. Seong S.-K. Jung S.-H. Lee M. Lee D.-K. Rhee D.-K. Pyo S. Yoon S.-J. Cancer Lett. 1999, 140: 177 <A NAME="RM04602SS-8">8</A> Solankee A. Kapadia K. Mistry P. Patel J. Lad S. Orient. J. Chem. 2000, 16: 155 <A NAME="RM04602SS-9A">9a</A> Eriksen BL. Vedso P. Begtrup M. J. Org. Chem. 2001, 66: 8344 <A NAME="RM04602SS-9B">9b</A> Groziak MP. Wei L. J. Org. Chem. 1992, 57: 3776 <A NAME="RM04602SS-9C">9c</A> Iddon B. Lim BL. J. Chem. Soc., Perkin Trans. 1 1983, 735 <A NAME="RM04602SS-9D">9d</A> Groziak MP. Wei L. J. Org. Chem. 1991, 56: 4296 <A NAME="RM04602SS-9E">9e</A> Katritzky AR. Slawinski JJ. Brunner F. Gorun S. J. Chem. Soc., Perkin Trans. 1 1989, 1139 <A NAME="RM04602SS-9F">9f</A> Iddon B. Lim BL. J. Chem. Soc., Chem. Commun. 1981, 1095 <A NAME="RM04602SS-9G">9g</A> There is a report of the deprotonation of 2-phenylthioimidazole: Nakamura S. Tsuno N. Yamashita M. Kawasahi I. Ohta S. Ohishi Y. Misasagi Y. J. Chem. Soc., Perkin Trans. 1 2001, 429 <A NAME="RM04602SS-10">10</A> Iddon B. Khan N. Tetrahedron Lett. 1986, 27: 1635 <A NAME="RM04602SS-11">11</A> Iddon B. Khan N. Lim BL. J. Chem. Soc., Perkin Trans. 1 1987, 1437 <A NAME="RM04602SS-12">12</A> The X-ray structure of 5 will be submitted to Acta Crystallographica