Direct ortho-acetoxylation of anilides via palladium-catalyzed sp(2) C-H bond oxidative activation

Various anilides have been directly ortho-acetoxylated through a Pd(OAc)2-catalyzed C-H bond activation process. The amide group in anilides was found to functionalize as an elegant directing group to convert aromatic sp(2) C-H bonds into C-O bonds in high regioselectivity with acetic acid as the ac...

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Veröffentlicht in:Journal of organic chemistry 2008-06, Vol.73 (12), p.4717-4720
Hauptverfasser: Wang, Guan-Wu, Yuan, Ting-Ting, Wu, Xue-Liang
Format: Artikel
Sprache:eng
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Zusammenfassung:Various anilides have been directly ortho-acetoxylated through a Pd(OAc)2-catalyzed C-H bond activation process. The amide group in anilides was found to functionalize as an elegant directing group to convert aromatic sp(2) C-H bonds into C-O bonds in high regioselectivity with acetic acid as the acetate source and K(2)S(2)O(8) as the oxidant.
ISSN:0022-3263
DOI:10.1021/jo8003088