转鼓
烷基化
化学
烯烃
亲核细胞
电泳剂
反应性(心理学)
激进的
组合化学
试剂
有机化学
催化作用
医学
病理
替代医学
作者
Jige Liu,Shuo Wu,Jiajia Yu,Chenxi Lu,Zhen Wu,Xinxin Wu,Xiao‐Song Xue,Chen Zhu
标识
DOI:10.1002/anie.201915837
摘要
Abstract Free radical mediated alkylation of alkenes is a challenging and largely unmet goal. Disclosed here is a conceptually novel “polarity umpolung” strategy for radical alkylation of alkenes using a portfolio of easily accessed, difunctional alkylating reagents. This strategy is achieved by substituting inherently nucleophilic alkyl radicals with electrophilic sulfone‐bearing surrogates, thus inverting the usual mode of reactivity. Along with alkylation, either an heteroaryl or oximino group is concurrently incorporated into the alkenes by a consecutive docking and migration process, leading to valuable products. The reaction displays a broad functional‐group tolerance under mild reaction conditions. The protocol opens new vistas for the late‐stage modification of complex natural products and drug molecules containing alkene moieties.
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