%0 Journal Article
%T Organic synthesis using (diacetoxyiodo)benzene (DIB): Unexpected and novel oxidation of 3-oxo-butanamides to 2,2-dihalo-N-phenylacetamides
%A Wei-Bing Liu
%A Cui Chen
%A Qing Zhang
%A Zhi-Bo Zhu
%J Beilstein Journal of Organic Chemistry
%D 2012
%I 
%R 10.3762/bjoc.8.38
%X A novel and reliable method for the direct preparation of 2,2-dihalo-N-phenylacetamides is reported. The key transformation involves the cleavage of a carbon¨Ccarbon bond in the presence of DIB and a Lewis acid as the halogen source, and thus this method significantly expands the value of DIB as a unique and powerful tool in chemical synthesis. This protocol not only adds a new aspect to reactions that use other hypervalent iodine reagents but also provides a wide space for the synthesis of disubstituted acetamides.
%K cleavage of carbon¨Ccarbon bond
%K (diacetoxyiodo)benzene
%K difunctionalized acetamides
%K novel oxidation
%K 3-oxo-N-phenylbutanamides
%U http://dx.doi.org/10.3762/bjoc.8.38