Palladium-Catalyzed Carbon-Monoxide-Free Aminocarbonylation of Aryl Halides Using N-Substituted Formamides as an Amide Source

A carbon-monoxide-free aminocarbonylation of various N-substituted formamides with aryl iodides and aryl bromides using palladium acetate and Xantphos is described. The developed methodology is applicable for a wide range of formamides and aryl halides containing different functional groups furnishi...

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Veröffentlicht in:Journal of organic chemistry 2011-07, Vol.76 (13), p.5489-5494
Hauptverfasser: Sawant, Dinesh N, Wagh, Yogesh S, Bhatte, Kushal D, Bhanage, Bhalchandra M
Format: Artikel
Sprache:eng
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Zusammenfassung:A carbon-monoxide-free aminocarbonylation of various N-substituted formamides with aryl iodides and aryl bromides using palladium acetate and Xantphos is described. The developed methodology is applicable for a wide range of formamides and aryl halides containing different functional groups furnishing good to excellent yield of the corresponding products. N-substituted formamides are used as an amide source wherein a Vilsmeier-type intermediate plays a major role, thus eliminating the need of toxic carbon monoxide gas.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo200754v