Article ID Journal Published Year Pages File Type
5269492 Tetrahedron Letters 2014 4 Pages PDF
Abstract

3-Benzoyl-4-(thien-2-yl)coumarins have been obtained in good yields according to the SNH addition–oxidation protocol, involving the diastereoselective addition of thiophenes at C-4 of 3-benzoylcoumarins under BBr3 catalysis, followed by oxidation of the intermediate 3,4-trans-3-benzoyl-4-(thien-2-yl)-3,4-dihydrocoumarins with DDQ. This two-step procedure can be regarded as nucleophilic substitution of hydrogen (SNH) on the heterocyclic ring of coumarins.

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Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry