In(OTf)3-mediated dehydrative annulation of β-ketothioamides with phenylglyoxal: One-pot access to diversely functionalized pyrrol-2-thiones

Abstract

Indium triflate mediated first synthesis of diversely functionalized pyrrol-2-thiones has been developed by dehydrative annulation of β-ketothioamides with phenylglyoxal through the domino Knoevenagel condensation/cyclization cascade in one-pot. This new simple strategy not only utilizes readily accessible starting material, but also allows the construction of 5-membered azaheterocycle with one quaternary carbon center as a result of the formation of two new (C-C and C-N) bonds in a single operation. © 2014 Elsevier Ltd. All rights reserved.