scholarly journals A Novel Method for the Synthesis of Unsymmetrical Sulfides, Thioesters and β-thioesters

2002 ◽  
Vol 2002 (11) ◽  
pp. 582-583 ◽  
Author(s):  
Fengshou Tian ◽  
Yong Ming Zhu ◽  
Songlin Zhang ◽  
Yulu Wang
Keyword(s):  
Alkyl Halides ◽  
Acyl Chlorides ◽  
Unsaturated Esters ◽  
Novel Method

The S–S bond in disulfides was reduced by the Zn/ZrCl4 system in THF to produce sulfur anions, which react with alkyl halides, α,β-unsaturated esters and acyl chlorides or anhydrides to afford unsymmetrical sulfides, thioesters and β-thioesters, respectively.

1-ChIoromethyl-3,5-dimethylpyrazole hydrochloride. A useful synthetic intermediate

1989 ◽  
Vol 67 (7) ◽  
pp. 1144-1147 ◽  
Author(s):  
Alan R. Katritzky ◽  
Jamshed N. Lam
Keyword(s):  
Carbonyl Compounds ◽  
Alkyl Halides ◽  
Nucleophilic Displacement ◽  
Novel Method ◽  
Synthetic Intermediate ◽  
Substituted Pyrazoles

1-Chloromethyl-3,5-dimethylpyrazole hydrochloride readily undergoes nucleophilic displacement with O-, N-, or S-nu-cleophiles. 1-Phenylthiomethyl-3,5-dimethylpyrazole can be lithiated at the CH2 group and reacted with alkyl halides and carbonyl compounds. Desulfurization of the products affords a novel method of preparing N-substituted pyrazoles. Keywords: pyrazole, lithiation, chloromethylazoles, desulfurization.

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