Chemical functionalisation of polychloroarenes

Васильев, А. А.; Burukin, A. S.; Zlotin, Sergei G.

doi:10.1070/rc2007v076n10abeh003724

Cited by 11 publications

(1 citation statement)

References 216 publications

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“…2,3-Dihydro-1,4-benzoxathiynes are prepared by the reductive cyclization of o-oxyarylthioketones [5,21], by the addition of o-mercaptophenol to α,β-unsaturated ethers [14], by Diels-Alder heteroreaction of o-thioquinone with vinyl compounds [22], or by intramolecular alkoxydechlorination of S-(2'-hydroxyethyl)-2-chlorothiophenol derivatives [23]. The syntheses of 2,3-dihydro-1,4-benzodithiynes involve the reactions of benzopentathiepines with unsaturated compounds [24], cyclohexanone or cyclohexenone with 1,2-ethanedithiol in the presence of 1,1'-(ethane-1,2-diyl)dipyridinium bistribromide [25], and also intramolecular cyclization of 2-phenylsulfanylethylthiosulfonates or the reactions of dithiopyrocatechol derivatives with 1,2-dibromoethane [26].…”

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Synthesis of β-functionalized ethyl polyfluoroaryl sulfides, sulfoxides, and sulfones underlain by pentafluorobenzoic acid

2009

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The reaction of pentafluorobenzoic acid with 2-mercaptoethanol followed by modification of the reaction product by oxidationm halohydroxylation and (or) decarboxylation led to the formation of β-halo-and β-oxyethyl polyfluoroaryl sulfides, sulfoxides, and sulfones, initial compounds for the synthesis of fluorinecontaining 2,3-dihydro-1,4-benzothiazines, 2,3-dihydro-1,4-benzoxathiynes, and 2,3-dihydro-1,4-benzodithiynes and also of their S-oxides and S-dioxides based on intramolecular nucleophilic sybstitution.

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