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. 2011 Apr 1;13(7):1674-7.
doi: 10.1021/ol200169g. Epub 2011 Mar 4.

Iron(II)-catalyzed oxidation of sp3 C-H bonds adjacent to a nitrogen atom of unprotected arylureas with tert-butyl hydroperoxide in water

Ying Wei  1 , Hongqian Ding, Shaoxia Lin, Fushun Liang
Affiliations

Iron(II)-catalyzed oxidation of sp3 C-H bonds adjacent to a nitrogen atom of unprotected arylureas with tert-butyl hydroperoxide in water

Ying Wei et al. Org Lett. .

Abstract

With a FeSO(4)/TBHP system in water, direct oxidation of sp(3) C-H bonds adjacent to nitrogen of arylureas to give both unprecedented tert-butoxylated and hydroxylated products 2 was revealed. Under elevated temperatures, either 2-oxo-N-arylpyrrolidine-1-carboxamides 3 or 1,3-diarylureas 4 were attained, depending on the aliphatic ring size of the arylurea substrates.

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