Synthesis of carbinoxamine <i>via</i> α-C(sp<sup>3</sup>)–H 2-pyridylation of O, S or N-containing compounds enabled by non-D–A-type super organoreductants and sulfoxide- or sulfide HAT reagents
Xian‐Chao Cui, Hu Zhang, Yiping Wang, Jian‐Ping Qu, Yan‐Biao Kang
Abstract
)-H arylation of ethers, thioethers and amines. By using as low as 1 mol% of CBZ6 as a recyclable organic photoreductant and sulfoxides or sulfides as a new type of HAT reagent, the 2- or 4-pyridylation of O, N, or S-containing compounds has been accomplished. This is the first base-free version of α-C-H 2-/4-pyridylation of O, N, or S-containing compounds. It is the first example of sulfoxides or sulfides working as HAT reagents. It is also the first general method for photocatalytic HAT 2-pyridylation of various ethers, amines or thioethers.
Topics & Concepts
ReagentChemistrySulfoxideEtherMedicinal chemistrySulfideOrganic chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods