Synthesis and reactions of aromatic and heterocyclic isocyanides / Mironov M.A., Mokrushin V.S. // Russian Journal of Organic Chemistry. - 1999. - V. 35, l. 5. - P. 693-697.

ISSN:
10704280
Type:
Article
Abstract:
Reactions of halo-and nitroanilines with dichlorocarbene resulted in formation of the corresponding isocyanides in poor yields. Better results are obtained by treatment with phosphoryl chloride of formanilides having the same substituents. The latter procedure was used to prepare previously inaccessible derivatives of 2-pyridyl, 2-thiazolyl, and 1,3,4-thiadiazol-2-yl isocyanides. To prevent polymerization, the isocyanides were isolated as complexes with copper(I) bromide which can be decomposed with aqueous potassium cyanide to release free isocyanides. Aryl and heteryl isocyanides reacted with such nucleophiles as water and dimethylamine under mild conditions.
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Affiliations Ural State Technical University, ul. Mira 19, Yekaterinburg 620002, Russian Federation
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Correspondence Address Mironov, M.A.; Ural State Technical University, ul. Mira 19, Yekaterinburg 620002, Russian Federation
Language of Original Document English
Abbreviated Source Title Russ. J. Org. Chem.
Source Scopus