Chemical properties of 5-(1,1,2,2-tetrafluoroethoxy)-4-phenylthiazole derivatives View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2015-01

AUTHORS

Yulia А. Davydova, Taras M. Sokolenko, Yurii G. Vlasenko, Yurii L. Yagupolskii

ABSTRACT

In the present study, the possibility of converting [5-(1,1,2,2-tetrafluoroethoxy)-4-phenylthiazol-2-yl]amine to 2-halothiazoles and an azo compound via diazotation of the amine functionality was demonstrated. It was found that the reaction of [5-(1,1,2,2-tetrafluoroethoxy)-4-phenylthiazol-2-yl]amine with acyl and sulfonyl chlorides leads to products resulting from substitution exclusively at the exocyclic nitrogen atom. The halogen atom at position 2 of thiazole ring is substituted by S-nucleophiles or hydrogen atom upon catalytic hydrogenation on Pd/C. 2-Bromo-5-(1,1,2,2-tetrafluoroethoxy)-4-phenylthiazole was successfully employed in the synthesis of the corresponding α-thiazolylbenzyl alcohol and 2-formylthiazole via conversion to a organomagnesium intermediate. The stability of the tetrafluoroethoxy group in the above transformations was demonstrated. More... »

PAGES

80-87

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s10593-015-1663-z

DOI

http://dx.doi.org/10.1007/s10593-015-1663-z

DIMENSIONS

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