Electrophilic intramolecular cyclization of functional derivatives of unsaturated compounds: IV. Cyclosulfenylation of 5-hexenoic acid amides and nucleophilic cleavage of reaction ... View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2013-08

AUTHORS

A. I. Vas’kevich, N. M. Tsizorik, V. I. Staninets, M. V. Vovk

ABSTRACT

Anilides of 5-hexenoic acid react with arylsulfenyl chlorides in nitromethane in the presence of lithium perchlorate affording products of electrophilic cyclization, N-{6-[(arylsulfanyl)methyl]tetrahydro-2H-pyran-2-ylidene}anilinium perchlorates. The treatment of the latter with sodium acetate or secondary cycloalkylamines in the presence of water results in the opening of the tetrahydropyran ring and provides anilides or cycloalkylamides of 6-arylsulfanyl-5-hydroxyhexanoic acid. More... »

PAGES

1168-1174

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s1070428013080125

DOI

http://dx.doi.org/10.1134/s1070428013080125

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1006131364


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