ChemInform Abstract: 1-Nitro-2-thio(sulfonyl)alkenes in Reactions with Thiols

Autor:	T. Yu. Kropotova, Z. F. Pavlova, N. V. Kuz'mina, E. S. Lipina, G. A. Berkova
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Substitution reaction Sulfonyl Double bond chemistry Nucleophile Reagent Nitro Thio Organic chemistry General Medicine Medicinal chemistry
Zdroj:	ChemInform. 33
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200221036
Popis:	Reactions of 1-nitro-2-sulfonylalkenes with arenethiolates result in replacement of the sulfonyl group; the reactions with alkanethiolates are accompanied by subsequent addition of the reagent at the double bond to afford thioacetals. Less reactive α-nitro-β-R-thiostyrenes with thiolates at reduced temperature form addition products which are converted into the corresponding substitution products on storage at room temperature, in keeping with the addition-elimination mechanism of nucleophilic vinyl substitution. Nitro(arylthio)- and nitro(heterylthio)alkenes react with alkanethiolates at room temperature, resulting in replacement of the arylthio (heterylthio) group by alkylthio.
Databáze:	OpenAIRE
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