Transition‐Metal‐Free Radical Cyclization of 2‐Arylbenzoimidazoles with Unactivated Alkanes <i>via</i> C(<i>sp</i><sup>3</sup>)−H Functionalizations in Aqueous Media
Jiao‐Zhe Li, Lan Mei, Xue‐Er Cai, Cancan Zhang, Tingting Cao, Xun‐Jie Huang, Yilin Liu, Wen‐Ting Wei
Abstract
Abstract Here we present a transition‐metal‐free radical cyclization of 2‐arylbenzoimidazoles with unactivated alkanes. By using di‐ tert ‐butyl peroxide (DTBP) to promote the C( sp 3 )−H bond functionalization, this approach enables assembly of various benzimidazo[2,1‐ a ]isoquinolin‐6(5 H )‐ones in aqueous media. This strategy can not only well tolerate a wide range of cyclic alkanes, straight‐chain alkanes, toluene derivatives, as well as pharmaceutical molecule eudesmol, but also provides an approach for the functionalization of unactivated C( sp 3 )−H bonds in aqueous media under transition‐metal‐free systems. magnified image
Topics & Concepts
ChemistrySurface modificationTransition metalTolueneAqueous solutionAlkaneMoleculeFree-radical reactionAqueous mediumPeroxideFree-radical additionCombinatorial chemistryOrganic chemistryPolymer chemistryMedicinal chemistryRadicalCatalysisPhysical chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques