Synthesis, Table of Contents SHORTPAPER © Georg Thieme Verlag Stuttgart · New York Cyclotrimerization of Enaminones: An Efficient Method for the Synthesis of 1,3,5-Triaroylbenzenes Ibrahim Elghamry*Institute of Organic Chemistry, Georg-August University, Tammannstr. 2, 37077 Göttingen, GermanyFax: +49(551)399476; e-Mail: ielgham@gwdg.de; Recommend Article Abstract Buy Article All articles of this category Abstract An efficient method for the synthesis of 1,3,5-triaroylbenzenes 2a-f by cyclotrimerization of enaminones 1a-f in acetic acid/pyridine (4:1) is illustrated. The structures of the products have been delineated by spectroscopic methods. Keywords cyclotrimerization - enaminones - triaroylbenzenes - supramolecular chemistry - regioselectivity Full Text References References 1 Pigge CF. Ghsedi F. Tetrahedron Lett. 2000, 41: 6545 2 Pigge CF. Ghsedi F. Rath PN. J. Org. Chem. 2002, 67: 4547 3 Matsuda K. Nakamura N. Inoue K. Koga N. Iwamura H. Bull. Chem. Soc. Jpn. 1996, 69: 1483 4 Rose JD. Statham FS. J. Chem. Soc. 1950, 69: 69 5 Sasaki T. Suzuki Y. Tetrahedron Lett. 1967, 3137 6 Jutz C. Wagner RM. Kraatz A. Loebering HG. Annalen 1975, 874 7 Croxail WJ. Van Hook JO. J. Am. Chem. Soc. 1949, 71: 2442 8 House HO. Reif DJ. Wasson RL. J. Am. Chem. Soc. 1957, 79: 2490 9 Gosselck J. Schmidt G. Beress L. Schenk H. Tetrahedron Lett. 1968, 331 10 Murahashi S.-I. Mitsue Y. Tsumiyama T. Bull. Chem. Soc. Jpn. 1987, 60: 3285 11 Balasubramanian KK. Selvaraj S. Synthesis 1980, 29 12 Elghamry I. Synth. Commun. 2002, 32: 897 13 Elnagdi MH. Elghamry I. Kandeel E. Abdelrahman AH. Al-Naggar AA. Amir S. Riad M. Gazz. Chim. Ital. 1997, 127: 291 14 Kuckländer U. Enaminones as Synthones, In The Chemistry of Enamines Rappoport Z. John Wiley and Sons; New York: 1994. p.323-636 15a Michael PJ. Parsons AS. Tetrahedron 1996, 52: 2199 15b Michael PJ. Gravestock D. Synlett 1996, 981 16a Greenhill JV. Chem. Soc. Rev. 1977, 6: 277 16b Ping L. Greenhill JV. Enaminones in Heterocyclic Synthesis, Advances In Heterocyclic Chemistry Vol. 67: Academic Press; New York: 1997. p.203-343 17 1,3,5-Tribenzoylbenzene was found as a minor product when phenyl ethynyl ketone was treated with acetic acid. For example see: Johnson AW. J. Chem. Soc. 1947, 1626