Haloacetylated enol ethers: 15. Study of the regiochemistry of the cyclo-condensation of β-alkoxyvinyl trihalomethyl ketones with N-methyl thiourea

A study of the regiochemistry of the cyclo‐condensation reaction of ß‐alkoxyvinyl trihalomethyl ketones with an unsymmetric dinucleophile N‐methyl thiourea to afford a series of 1‐methyl‐3‐(4,4,4‐trifluoro[chloro]‐3‐oxo‐1‐butenyl)thioureas and the corresponding N‐methyl pyrimidinethione derivatives...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2000-09, Vol.37 (5), p.1213-1218
Main Authors: Zanatta, Nilo, Madruga, Claudia Da C., Marisco, Patricia Da C., Flores, Darlene C., Bonacorso, Helio G., Martins, Marcos A. P.
Format: Article
Language:English
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Summary:A study of the regiochemistry of the cyclo‐condensation reaction of ß‐alkoxyvinyl trihalomethyl ketones with an unsymmetric dinucleophile N‐methyl thiourea to afford a series of 1‐methyl‐3‐(4,4,4‐trifluoro[chloro]‐3‐oxo‐1‐butenyl)thioureas and the corresponding N‐methyl pyrimidinethione derivatives is reported. The absolute assignment of the position of the N‐methyl group in the pyrimidine ring was obtained through a nmr study based on two dimensional HMBC and NOESY experiments.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570370531