4.4 Article

A facile four-component tandem protocol for the synthesis of novel 2,6-diaryl-2,3-dihydro-1H-pyridin-4-ones

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 32, Pages 5627-5629

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.06.024

Keywords

pyridinone; 1-(arylsulfinyl)propan-2-one; Mannich; elimination; tandem

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A one-pot, four-component reaction of 1-(phenylsulfinyl)- or 1-(4-chlorophenylsulfinyl)propan-2-one, aromatic aldehydes and ammonium acetate in a 1:2:1 molar ratio affords a series of new 2,6-diaryl-2,3-dihydro-1H-pyridin-4-ones. This reaction proceeds presumably via a double Mannich reaction-elimination tandem sequence. (c) 2007 Elsevier Ltd. All rights reserved.

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