4.4 Article

Samarium triiodide-catalyzed conjugate addition of indoles with electron-deficient olefins

Journal

TETRAHEDRON LETTERS
Volume 46, Issue 22, Pages 3859-3862

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.03.174

Keywords

samarium triiodide; indole; alpha,beta-unsaturated compounds; Michael reaction

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The SmI(3)-catalyzed reaction of indoles with electron-deficient olefins generated the corresponding Michael adducts in high yields. The substitution on the indole nucleus occurred exclusively at the 3-position and N-alkylation products have not been observed. (c) 2005 Elsevier Ltd. All rights reserved.

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