Reactions of acetoxy(methylthio)carbene and S-methyl thiopyruvate Journal Articles

abstract

• Thermolysis of 2-acetoxy-5,5-dimethyl-2-methylthio-Δ3-1,3,4-oxadiazoline in benzene at 110 °C afforded S-methyl 2-oxopropanethioate (S-methyl thiopyruvate) from 1,2-acyl migration in acetoxy(methylthio)carbene, as well as S,S-dimethyl 2-acetoxy-2-methylpropanebis(thioate) and S-methyl 2-acetoxy-2-(methylthio)butanethioate. The latter two, both composed of two carbene units, are derived from reaction of the first product with the carbene.Key words: acetoxy(methylthio)carbene, carbene, S-methyl thiopyruvate, rearrangement.

authors

• Klys, Arkadiusz
• Czardybon, Wojciech
• Warkentin, John
• Werstiuk, Nick Henry

status

• published 

publication date

• September 1, 2005

has subject area

• 03 Chemical Sciences (FoR)
• General Chemistry (Science Metrix)

published in

• Canadian Journal of Chemistry  Journal

keywords

• ACYLOXYCARBENES
• ADDUCT
• ALKYLACETOXYCARBENES
• CARBENE
• CARBONYL
• Chemistry
• Chemistry, Multidisciplinary
• DERIVATIVES
• DIMETHOXYCARBENE
• Physical Sciences
• REACTIVITY
• REARRANGEMENTS
• S-methyl thiopyruvate
• Science & Technology
• TIN
• acetoxy(methylthio)carbene
• carbene
• rearrangement

Digital Object Identifier (DOI)

• 10.1139/v05-151

start page

• 1360

end page

• 1364

volume

• 83

issue

• 9