Journal
TETRAHEDRON
Volume 61, Issue 52, Pages 12275-12281Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.09.108
Keywords
indolyl crown ether; di(indolyl)pyrazolyl methanes; Michael addition; 3-alkylated indoles
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Efficient electrophilic substitution reactions of indoles with various aldehydes proceed smoothly in acetonitrile using heteropoly acid (H-4[Si(W3O10)(3)]) to afford the corresponding new indolyl crown ethers and di(indolyl)pyrazolyl methanes. H-4[Si(W3O10)(3)] is also found to catalyze the Michael addition of indoles to alpha,beta-unsaturated compounds for the synthesis of 3-alkylated indoles. (c) 2005 Elsevier Ltd. All rights reserved.
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