Synthesis of 5‐Arylselenyluracils via Bromide‐Catalyzed Selective C( <i> sp <sup>2</sup> </i> )‐H Selenylation of Uracils
Zhouting Zeng, Feng Zhao, Huaixin Wei, Mingming Yu, Jinhui Cai
Abstract
Abstract Herein, an efficient method for the synthesis of 5‐arylselenyluracils via bromide‐catalyzed selective C( sp 2 )‐H selenylation of uracils using boronic acid and elemental selenium as the selenyl source was successfully developed. This method proceeded smoothly for a series of arylboronic acids and uracils under metal‐free and strong oxidant‐free conditions. This protocol offered simple catalytic conditions, high efficiency, good functional group compatibility, easy operation, and easy scalable. Furthermore, the mechanistic studies suggested that this transformation was possibly undergone via a radical pathway.
Topics & Concepts
ChemistryBromideCatalysisMedicinal chemistryStereochemistryCombinatorial chemistryOrganic chemistryOrganoselenium and organotellurium chemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods