Cooperative Activating Effect of Tertiary Amine/DMSO on Elemental Sulfur: Direct Access to Thioaurones from 2'-Nitrochalcones under Mild Conditions

Org Lett. 2018 Jan 5;20(1):186-189. doi: 10.1021/acs.orglett.7b03547. Epub 2017 Dec 8.

Abstract

A new mode for the activation of elemental sulfur is reported. In the presence of both DMSO and a tertiary aliphatic amine (triethylamine or N-methylpiperidine), this element reacts directly with a wide range of 2'-nitrochalcones 1 to provide the corresponding thioaurones 2 in high yields even at room temperature and in the absence of transition metal catalyst.