Highly Selective C6-Nitration of Benzothiazolones with Iron Nitrate

Abstract

We report here a highly selective C6-nitration of benzothiazolones in the presence of iron nitrate as nitro source. A series of novel 6-nitrobenzothiazolin-2-one derivatives were prepared with moderate to excellent yields at room temperature. The method shows high regioselectivity, broad substrate scope and good compatibility with functional groups. Further transformations were performed for the reduction of nitro groups, amination of carbonyl groups and alkylation of amine at the 3-position in the product.

Keywords: Benzothiazolone；Nitration；Iron nitrate；Selective