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Studies On The Synthesis Of Substituted3H-Benzo[1,2]Dithiole-3-Thiones And Their Knoevenagel Reaction

Posted on:2012-03-25Degree:MasterType:Thesis
Country:ChinaCandidate:D JiangFull Text:PDF
GTID:2251330398999710Subject:Organic Chemistry
Abstract/Summary:
The thesis has made collective reviews on the application and synthetic methods of sulfur containing compounds, as well as the application of Knoevenagel type reactions. A novel synthesis of3H-benzo[1,2]dithiole-3-thiones from2-substituted benzaldehydes has been successfully developed, and the Knoevenagel reactions of3H-benzo[1,2]dithiole-3-thiones with active methylene compounds were studied as well. Finally, the one-pot three-component reactions of2-substituted benzaldehydes, potassium sulfide and active methylene compounds were also investigated.Used as raw material,o-substituted benzaldehydes treated with K2S could afford corresponding3H-benzo[1,2]dithiole-3-thiones in DMF at120℃in high yields. Our procedure has some advantages, such as readily available raw materials, mild reaction condition, easy of operation, and hish vields. At room temperature and DMF as solvent,3H-benzo[1,2]dithiole-3-thiones can react with active methylene compounds in the presence of potassium carbonate and3H-1,2-benzodithiole derivatives were formed. Our procedure has some advantages, such as mild reaction condition, and high convergency.The three-component reactions of o-substituted benzaldehydes, potassium sulfide, and active methylene compounds readily occurred. The3H-1,2-benzodithioles derivatives could be obtained by one-pot process under120℃in DMF. The procedure has some advantages, such as high efficiency, atomic economy and environmental friend-ness.
Keywords/Search Tags:3H-1,2-benzodithiole-3-thione, 2-substitutedbenzaldehydes, potassium sulfide, active methylene compounds, Knoevenagel reaction, multicomponent reaction
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