K<sub>2</sub>S<sub>2</sub>O<sub>8</sub>-mediated radical cyclisation of 2-alkynylthioanisoles or -selenoanisoles: a green and regioselective route to 3-nitrobenzothiophenes and benzoselenophenes
Shi‐Chao Lu, Botao Wu, Shipeng Zhang, Ya‐Ling Gong, Shu Xu
Abstract
This is the first example of highly unstable 2-nitrovinyl radicals for C–S bond formation. The facile route efficiently functionalizes 3-nitrobenzothiophenes and benzoselenophenes, which are difficult to obtain by classical methods.
Topics & Concepts
RegioselectivityRadicalChemistryNitrationDensity functional theoryTransition metalMedicinal chemistryTransition stateComputational chemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalysisSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsRadical Photochemical Reactions