Issue 24, 1992
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

One-pot stereoselective synthesis and structural study of 1-methylthio-2-azabuta-1,3-diene-4-carbonitriles

Antonio Lorente,   José L. Balcázar  and  Feliciana Florencio  

Abstract

The methylation of the carbanion resulting from addition of thioamides to methoxymethylene compounds 1 or ketene dithioacetals 2 affords two series of 1-methylthio-2-azabuta-1,3-diene-4-carbonitriles 5 or 6. The IR, MS and 1H and 13C NMR spectral properties are reported. X-Ray crystallographic analyses established the E stereochemistry of the C–N double bond in all cases studied. Isomerization of the C–N double bond was achieved by treatment of the 2-aza dienes 5a and 6a with sodium methanethiolate in propan-2-ol at room temperature.

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Article information

DOI
https://doi.org/10.1039/P19920003377
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 3377-3381

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One-pot stereoselective synthesis and structural study of 1-methylthio-2-azabuta-1,3-diene-4-carbonitriles

A. Lorente, J. L. Balcázar and F. Florencio, J. Chem. Soc., Perkin Trans. 1, 1992, 3377 DOI: 10.1039/P19920003377

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