Synthesis, stereochemical and conformational properties of trans-2,3-dihydro-2-methyl-3-(1,2,4-triazolyl)-4H-1-benzopyran-4-one oxime ethers |
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Authors: | Saeed Emami Abbas Shafiee |
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Affiliation: | a Department of Medicinal Chemistry, Faculty of Pharmacy, Mazandaran University of Medical Sciences, PO Box: 48175-861, Sari, Iran b Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, PO Box: 14155-6451, Tehran, Iran |
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Abstract: | A convenient synthesis and structural characterization of (Z)- and (E)-trans-2,3-dihydro-2-methyl-3-(1,2,4-triazolyl)-4H-1-benzopyran-4-one oxime ethers has been achieved. By analysis of vicinal interproton coupling constants, it is believed that trans-2,3-dihydro-2-methyl-3-(1,2,4-triazolyl)-4H-1-benzopyran-4-ones which exist predominantly in the diequatorial half-chair or sofa conformation was found to exist predominantly in the diaxial orientation upon conversion to the corresponding oxime ether derivatives. |
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Keywords: | 1,2,4-Triazole 2,3-Dihydro-4H-1-benzopyran-4-one (chroman-4-one) (Z)- and (E)-Oxime ethers Conformation |
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