SOMOphilic Alkynylation of Unreactive Alkenes Enabled by Iron-Catalyzed Hydrogen Atom Transfer
Binlin Zhao,
Tianxiang Zhu,
Mengtao Ma,
Zhuangzhi Shi
Affiliations
Binlin Zhao
Department of Chemistry and Material Science, College of Science, Nanjing Forestry University, Nanjing 210037, China
Tianxiang Zhu
Department of Chemistry and Material Science, College of Science, Nanjing Forestry University, Nanjing 210037, China
Mengtao Ma
Department of Chemistry and Material Science, College of Science, Nanjing Forestry University, Nanjing 210037, China
Zhuangzhi Shi
State Key Laboratory of Coordination Chemistry, Chemistry and Biomedicine Innovation Center (ChemBIC), School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China
We report an efficient and practical iron-catalyzed hydrogen atom transfer protocol for assembling acetylenic motifs into functional alkenes. Diversities of internal alkynes could be obtained from readily available alkenes and acetylenic sulfones with excellent Markovnikov selectivity. An iron hydride hydrogen atom transfer catalytic cycle was described to clarify the mechanism of this reaction.