Copper-Mediated Transformation of Organosilanes to Nitriles with DMF and Ammonium Iodide

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Cyanation of aryl-, diaryldimethyl-, and styrylsilanes was developed for the first time under copper-mediated oxidative conditions using ammonium iodide and DMF as the combined source of nitrogen and carbon atom of the introduced cyano unit, respectively. The reaction was observed to proceed in a two-step process: initial conversion of organosilanes to their iodo intermediates and then cyanation. This method has a broad substrate scope with high functional group tolerance.
Publisher
AMER CHEMICAL SOC
Issue Date
2013-04
Language
English
Article Type
Article
Keywords

PALLADIUM-CATALYZED CYANATION; CROSS-COUPLING REACTIONS; C-H BONDS; ARYL HALIDES; CONVENIENT PROCEDURE; SODIUM-HYDROXIDE; AROMATIC HALIDES; TRANSITION-METAL; BORONIC ACIDS; BROMIDES

Citation

ORGANIC LETTERS, v.15, no.8, pp.1990 - 1993

ISSN
1523-7060
DOI
10.1021/ol400659p
URI
http://hdl.handle.net/10203/174818
Appears in Collection
CH-Journal Papers(저널논문)
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