4.4 Article

α-Hydroxymethylation of conjugated nitroalkenes via the Morita-Baylls-Hillman reaction

Journal

TETRAHEDRON LETTERS
Volume 45, Issue 24, Pages 4745-4748

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.04.069

Keywords

nitroalkenes; Morita-Baylis-Hillman reaction; hydroxymethylation

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The Morita-Baylis-Hillman reaction (MBHR) of conjugated nitroalkenes has been successfully carried out for the first time. A variety of aromatic and heteroaromatic nitroalkenes react with formaldehyde at room temperature in the presence of stoichiometric amounts of imidazole and catalytic amounts of anthranilic acid in THF providing moderate to good yields of the multifunctional adducts in most of the cases. (C) 2004 Elsevier Ltd. All rights reserved.

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