Synlett, Table of Contents LETTER© Georg Thieme Verlag Stuttgart · New YorkReversibility in Lewis-acid Promoted Reactions of N-ArylcinnamamidesMark C. Elliott*, Stuart V. WordinghamSchool of Chemistry, Cardiff University, PO Box 912, Cardiff, CF10 3TB, UKFax: +44(1222)874030; e-Mail: elliottmc@cardiff.ac.uk; Recommend Article Abstract Buy Article(opens in new window) All articles of this category(opens in new window) Abstract The Lewis-acid promoted cyclisation reactions of N-arylcinnamamides have been investigated. With aluminium chloride a range of products were obtained, while much more selective cyclisation reactions were observed with bismuth chloride. Key words Friedel-Crafts - quinoline - Lewis acid - microwave Full Text References References <A NAME="RD00304ST-1">1</A> Iyobe A. Uchida M. Kamata K. Hotei Y. Kusama H. Harada H. Chem. Pharm. Bull. 2001, 49: 822 <A NAME="RD00304ST-2">2</A> Singh MM. Mehrotra PK. Agnihotri A. Srivastava RP. Seth M. Bhaduri AP. Kamboj VP. Contraception 1987, 36: 239 <A NAME="RD00304ST-3">3</A> Conley RT. Knopka WN. J. Org. Chem. 1964, 29: 496 <A NAME="RD00304ST-4">4</A> Manimaran T. Thiruvengadam TK. Ramakrishnan VT. Synthesis 1975, 739 <A NAME="RD00304ST-5">5</A> Wang T.-C. Chen Y.-L. Lee K.-H. Tzeng C.-C. Synthesis 1997, 87 <A NAME="RD00304ST-6">6</A> Chen I.-L. Wang T.-C. Chen Y.-L. Tzeng C.-C. J. Chin. Chem. Soc. 2000, 47: 155 <A NAME="RD00304ST-7A">7a</A> Elliott MC. Kruiswijk E. Chem. Commun. 1997, 2311 <A NAME="RD00304ST-7B">7b</A> Elliott MC. Kruiswijk E. Willock DJ. Tetrahedron Lett. 1998, 39: 8911 <A NAME="RD00304ST-7C">7c</A> Elliott MC. Monk AE. Kruiswijk E. Hibbs DE. Jenkins RL. Jones DV. Synlett 1999, 1379 <A NAME="RD00304ST-7D">7d</A> Elliott MC. Kruiswijk E. J. Chem. Soc., Perkin Trans. 1 1999, 3157 <A NAME="RD00304ST-7E">7e</A> Elliott MC. Kruiswijk E. Willock DJ. Tetrahedron 2001, 57: 10139 <A NAME="RD00304ST-8">8</A> Wang T.-C. Chen Y.-L. Lee K.-H. Tzeng CC. Tetrahedron Lett. 1996, 37: 6369 For related studies on free-radical cyclisations see: <A NAME="RD00304ST-9A">9a</A> Jones K. Wilkinson J. Ewin R. Tetrahedron Lett. 1994, 35: 7673 <A NAME="RD00304ST-9B">9b</A> Jones K. Brunton SA. Gosain R. Tetrahedron Lett. 1999, 40: 8935 <A NAME="RD00304ST-10">10</A> Huang B.-H. Yu T.-L. Huang Y.-L. Ko B.-T. Lin C.-C. Inorg. Chem. 2001, 41: 2987