Synthesis and Chemical Shifts Calculation of α-Acyloxycarboxamides Derived from Indane-1,2,3-trione

• 作 者: Hooriye Yahyaei Ali Reza Kazemizadeh Ali Ramazani
• 机 构: Department of Chemistry, Zanjan Branch, Islamic Azad University, P.O. Box 49195-467, Zanjan, Iran,
• 出 处: 结构化学
• 发表日期: 2012年09期
• 关键词: amide assigned ketone have carbonyl aromatic Correlation spectrometer correspond

α-Acyloxycarboxamides are synthesized from three-component Passerini reaction between indane-1,2,3-trione, isocyanides, and thiophenecarboxylic acids in quantitative yields. The structures of the final products were confirmed by IR, 1H and 13C NMR spectroscopy, mass spectrometry, and elemental analysis. The B3LYP/HF calculations for computation of 1H and 13C NMR chemical shifts have been carried out for the title compounds at the 6-311+G** and 6-311++G** basis set levels within GIAO and CSGT approaches. Predicted 1H and 13C NMR che-mical shifts have been assigned and compared with experimental 1H and 13C NMR spectra and they are supported each other.

α-Acyloxycarboxamides are synthesized from three-component Passerini reaction between indane-1,2,3-trione, isocyanides, and thiophenecarboxylic acids in quantitative yields. The structures of the final products were confirmed by IR, 1H and 13C NMR spectroscopy, mass spectrometry , and elemental analysis. The B3LYP / HF calculations for computation of 1H and 13C NMR chemical shifts have been carried out for the title compounds at the 6-311 + G ** and 6-311 ++ G ** basis set levels within GIAO and CSGT approaches. Predicted 1H and 13C NMR che-mical shifts have been assigned and experimental with experimental 1H and 13C NMR spectra and they are supported each other.