- Reactions of Arylsulphonyl, Arylthio and Acyl Acetates with S-Containing Heterocumulenes
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The reaction of arylsulphonyl- or (phenylthio)-acetates 1 with carbon disulphide in a basic medium led to the corresponding ketene dithioacetals 2 in good yields.The o-chloro derivative 1d gave with carbon disulphide various products under different reaction conditions.However, the reaction of 1 with phenyl isothiocyanate primarily resulted in N-substituted pyrimidone derivatives 9, except for 1e which mainly gave S,N-analogues of dithioacetals 10e and 10f. β-Ketoesters 1g, h also reacted with phenyl isothiocyanate to afford 5-acyl-2-thioxo-4-pyrimidones 9g, h.The dependency of the polarisation of the double bond in ketene dithioacetals and their S,N-analogues on acceptor groups was investigated with the help of 13C NMR spectroscopy.
- Chatterjee, Swapan K.,Rudorf, Wolf-Dieter
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p. 2916 - 2935
(2007/10/02)
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- Applicability of Hammett Equation to Kinetics of Acid-catalysed Esterification of ortho-Substituted Phenoxyacetic, Phenylmercaptoacetic and Phenylsulphonylacetic Acids by Methanol
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Correlation analysis of the title rate data shows that the steric effects of ortho-substituents are absent at the reaction centre.
- Baliah, V.,Gurumurthy, R.
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p. 257 - 258
(2007/10/02)
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