Preparation of New Nitrogen-Bridged Heterocycles. 59. Syntheses and Intramolecular Interactions of 3-(Acylmethylthio)- and 3-[(3-Ethoxycarbonyl-2-propenyl)thio] thieno [3,4-b] indolizine Derivatives
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概要
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Various thieno[3,4-b]indolizine derivatives having an acylmethylthio or (3-ethoxycarbonyl-2-propenyl)thio group at the 3-position which could not be obtained by a conventional method were prepared by a new procedure using cyanoethyl group as a protecting group and their intramolecular arene-π interactions were investigated. In the ^1H-NMR spectra of these thieno[3,4-b]indolizines, the low-field shifts (δ0.10-0.33ppm) for the 5-protons were observed in comparison with those of 3-(methylthio)thieno[3,4-b]indolizines as a standard. The UV spectra also exhibited a characteristic absorption band at 425-445nm attributable to the arene-π interaction but their intensities were generally lower than those of 3-(arylmethylthio)thieno[3,4-b]indolizines. In their X-ray analyses, the anti conformation for 3-(acylmethylthio)thieno[3,4-b]indolizines and the gauche one for the 3-(3-ethoxycarbonyl-2-propenyl)thio derivatives were exhibited.
- 2007-01-01
著者
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Suga Hiroyuki
Department Of Cardiovascular Dynamics National Cardiovascular Center Research Institute
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KAKEHI Akikazu
Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University
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ISOGAI Hirohide
Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University
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Kakehi Akikazu
Department Of Chemistry And Material Engineering Faculty Of Engineering Shinshu University
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Isogai Hirohide
Department Of Chemistry And Material Engineering Faculty Of Engineering Shinshu University
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Suga Hiroyuki
Dep. Of Chemistry And Material Engineering Fac. Of Engineering Shinshu Univ. Wakasato Nagano 380-855
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SUGA Hiroyuki
Department of Cardiac Physiology, National Cardiovascular Center Research Institute
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