Photocatalytic C–H Disulfuration for the Preparation of Indolizine-3-disulfides
Songxin Wu, Dangzhong Hu, Xuegui Wan, Jiaji Zhao, Qiuxing He, Zhengquan Su, Hua Cao
Abstract
A photocatalytic C-H disulfuration of indolizines was developed, giving an approach to a wide variety of indolizine-3-disulfides with good yields. Trisulfide dioxides were explored as a high-efficient disulfuration reagent. This disulfuration reaction could be scaled up to grams. Mechanistic studies support a photoinduced pathway involving the generation of indolizine cationic radicals. A bulky alkyl substituent on terminal sulfur of trisulfide dioxide A was necessary for selective formation of disulfide over monosulfide.
Topics & Concepts
IndolizineChemistryPhotocatalysisReagentSubstituentCationic polymerizationAlkylOrganic chemistryPhotochemistryCombinatorial chemistryCatalysisCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Reactivity of Heterocycles