Silver(I) Ion-Mediated Desulfurization-Condensation of Thiocarbonyl Compounds with Several Nucleophiles

The desulfurization-condensation reaction was investigated in the presence of silver(I) salt for several kinds of thiocarbonyl compounds with nucleophiles. Such thiocarbonyl compounds as 4,4′-bis(dimethylamino)thiobenzophenone, ethylene trithiocarbonate, and N-(thiobenzoyl)morpholine react with malo...

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Bibliographic Details
Published inBulletin of the Chemical Society of Japan Vol. 67; no. 11; pp. 3048 - 3052
Main Authors Shibuya, Isao, Taguchi, Yoichi, Tsuchiya, Tohru, Oishi, Akihiro, Katoh, Eisaku
Format Journal Article
LanguageEnglish
Published TOKYO The Chemical Society of Japan 01.11.1994
Chemical Soc Japan
Chemical Society of Japan
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ESTERS
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Summary:The desulfurization-condensation reaction was investigated in the presence of silver(I) salt for several kinds of thiocarbonyl compounds with nucleophiles. Such thiocarbonyl compounds as 4,4′-bis(dimethylamino)thiobenzophenone, ethylene trithiocarbonate, and N-(thiobenzoyl)morpholine react with malononitrile or other active methylene compounds in the presence of silver trifluoroacetate to afford the corresponding olefinic compounds together with silver sulfide. This reaction of thiocarbonyl compounds with some other nucleophiles, such as aniline derivatives and ethylene glycol, has also afforded imines and 1,3-dioxolane derivatives.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.67.3048