66927-69-3Relevant academic research and scientific papers
Pot-economy autooxidative condensation of 2-Aryl-2-lithio-1,3-dithianes
Vale, Joao R.,Rimpil?inen, Tatu,Siev?nen, Elina,Rissanen, Kari,Afonso, Carlos A. M.,Candeias, Nuno R.
, p. 1948 - 1958 (2018)
The autoxidative condensation of 2-aryl-2-lithio-1,3-dithianes is here reported. Treatment of 2-aryl-1,3-dithianes with n-BuLi in the absence of any electrophile leads to condensation of three molecules of 1,3-dithianes and formation of highly functionalized α-thioether ketones orthothioesters in 51-89% yields upon air exposure. The method was further expanded to benzaldehyde dithioacetals, affording corresponding orthothioesters and α-thioether ketones in 48-97% yields. The experimental results combined with density functional theory studies support a mechanism triggered by the autoxidation of 2-aryl-2-lithio-1,3-dithianes to yield a highly reactive thioester that undergoes condensation with two other molecules of 2-aryl-2-lithio-1,3-dithiane.
One-pot synthesis method of benzyl methyl aryl sulfide
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, (2022/03/01)
The invention relates to a one-pot synthesis method of benzyl methyl aryl sulfide having a structure shown in the specification or a structure shown in the specification. The synthesis method comprises the following steps: mixing substituted diphenyl disulfide and a Knochel type benzyl magnesium chloride Grignard reagent in a first organic solvent for reaction to obtain benzyl methyl monoaryl sulfide; mixing and reacting p-toluenesulfonyl hydrazide and substituted benzaldehyde in a second organic solvent to obtain p-toluenesulfonyl hydrazone, adding substituted diphenyl disulfide, organic alkali and a third organic solvent into the mixed solution for a reaction to obtain benzyl methyl diaryl sulfide; under the action of sodium hydride and a fourth organic solvent, reacting the benzyl methyl diaryl sulfide with substituted diphenyl disulfide to obtain benzyl methyl triaryl sulfide. The benzyl methyl aryl sulfide compound is synthesized by a one-pot method, the substrate source is wide, the reaction condition is mild, the reaction is rapid, the operation is simple, the labor force and the time can be further saved, and the method has important significance on subsequent preparation of more different types of antibacterial drugs.
