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ChemInform Abstract: Nucleophilic Aromatic Substitution in Perhalogenoaromatic Compounds with Carbanions of α-Substituted Dialkyl Methylphosphonates.

✍ Scribed by E. A. Tarasenko; G. A. Artamkina; T. I. Voevodskaya; N. V. Lukashev; I. P. Beletskaya

Publisher
John Wiley and Sons
Year
2010
Weight
37 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Nucleophilic Aromatic Substitution in Perhalogenoaromatic Compounds with Carbanions of α-Substituted Dialkyl Methylphosphonates.

-Nucleophilic aromatic substitution of halogen atoms in perhalogenoarenes(hetarenes) (II) or (VI) by the carbanions of phosphoruscontaining CH-acids (I) affords the corresponding aryl(hetaryl)-substituted methylphosphonates (III) or (VII)/(VIII), resp., in good yields. These derivatives can be converted to the corresponding di-(V) or triarylmethanes (IV) by further reaction with perhalogenoarenes(hetarenes) at higher temperatures. Aqueous hydrolysis of the freshly prepared pyridyl(cyano)methylphosphonate (IIIe) proceeds by dephosphorylation to furnish perfluoropyridylacetonitrile (IX). -(TARASENKO, E.

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