Synthesis, Table of Contents PAPER© Georg Thieme Verlag Stuttgart · New YorkIndoles as Nucleophiles in a Self-Catalytic Michael ReactionHenryk Krawczyk*, Marcin ŚliwińskiInstitute of Organic Chemistry Technical University, Żeromskiego 116, 90-924 Łódź , PolandFax: 48(42)6365530; e-Mail: henkrawc@ck-sg.p.lodz.pl; Recommend Article Abstract Buy Article All articles of this category Abstract C-3 Substituted indoles 7a-c were regioselectively synthesized in high yields by reacting indole 2 and electron-rich indoles 3,4 with acrylate 1. Additions of electron-deficient indoles 5,6 to the acrylate 1 gave N-substituted indoles 9a,b. Key words indoles - Michael reaction - regioselectivity - phosphonic acids Full Text References References <A NAME="RP00702SS-1">1</A> Houlihan WJ. In Indoles Vol. 1: Wiley; New York: 1972. <A NAME="RP00702SS-2">2</A> Sundberg RJ. In Indoles Academic Press; London: 1996. <A NAME="RP00702SS-3">3</A> Iqbal Z. Jackson AH. Rao KRN. Tetrahedron Lett. 1988, 29: 2577 <A NAME="RP00702SS-4">4</A> Dujardin G. Poirier J.-M. Bull. Soc. Chim. Fr. 1994, 131: 900 <A NAME="RP00702SS-5">5</A> Harrington PE. Kerr MA. Synlett 1996, 1047 <A NAME="RP00702SS-6">6</A> Harrington P. Kerr MA. Can. J. Chem. 1998, 76: 1256 <A NAME="RP00702SS-7">7</A> Krawczyk H. Synlett 1998, 1114 <A NAME="RP00702SS-8">8</A> Krawczyk H. Synth. Commun. 2000, 30: 1787 <A NAME="RP00702SS-9">9</A> Krawczyk H. Bodalski R. J. Chem. Soc., Perkin Trans. 1 2001, 1559 <A NAME="RP00702SS-10">10</A> Gavuzzo E. Pochetti G. Mazza F. Gallina C. Gorini B. D’Alessio S. Pieper M. Tschesche H. Tucker PA. J. Med. Chem. 2000, 43: 3377 <A NAME="RP00702SS-11">11</A> Lavielle G. Hautefaye P. Schaeffer C. Boutin JA. Cudennec CA. Pierrè A. J. Med. Chem. 1991, 34: 1998 <A NAME="RP00702SS-12">12</A> Chen SF. Kumar SD. Tishler M. Tetrahedron Lett. 1983, 24: 5461 <A NAME="RP00702SS-13">13</A> Subotkowski W. Kowalik J. Tyka R. Mastalerz P. Pol. J. Chem. 1981, 55: 853