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

作　　者：Hooriye Yahyaei Ali Reza Kazemizadeh Ali Ramazani 

机构地区：[1]Department of Chemistry,Zanjan Branch,Islamic Azad University,P.O.Box 49195-467,Zanjan,Iran

出　　处：《Chinese Journal of Structural Chemistry》2012年第9期1346-1356,共11页结构化学（英文）

摘　　要：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 compared with experimental 1H and 13C NMR spectra and they are supported each other.

关 键 词：DFT HF NMR spectra Passerini reaction ISOCYANIDE 

分 类 号：O621.2[理学—有机化学]