Zinc-promoted umpolung thiolation of alkyl electrophiles with masked sulfur transfer reagents in the absence of nickel or copper catalysis is described. This protocol proceeds via a SET process of Zn to electrophilic ...Zinc-promoted umpolung thiolation of alkyl electrophiles with masked sulfur transfer reagents in the absence of nickel or copper catalysis is described. This protocol proceeds via a SET process of Zn to electrophilic sulfur reagent followed by insertion of Zn into disulfide and nucleophilic thiolation, providing straightforward access to a wide range of alkyl sulfides with broad substrate scope. A neutral TMEDA-ligated four-coordinated zinc thiolate with tetrahedra geometry was synthesized, isolated and fully characterized by NMR, IR and X-ray analysis. More importantly, the chemical reactivity of this active intermediate has been investigated, enabling the construction of C-Se, C-Te, Sb-S and Bi-S bonds to prepare valuable sulfur-containing molecules and beyond.展开更多
Metal-and oxidant-free alkenyl C–H thiolation enabled by the azo group had been established for the modular synthesis of tetrasubstituted acyclic olefins.The reaction was performed under mild reaction conditions with...Metal-and oxidant-free alkenyl C–H thiolation enabled by the azo group had been established for the modular synthesis of tetrasubstituted acyclic olefins.The reaction was performed under mild reaction conditions with a broad substrate scope.The intramolecular 6-membered hydrogen-bonding network accounts for the observed excellent stereo-control.展开更多
The introduction of a trifluoromethanesulfenyl group （SCF3） into organic molecules can, in principle, significantly en- hance the cell-membrane permeability, metabolic stability and bioavailability because of its hi...The introduction of a trifluoromethanesulfenyl group （SCF3） into organic molecules can, in principle, significantly en- hance the cell-membrane permeability, metabolic stability and bioavailability because of its high lipophilicity and intrinsic electron-withdrawing properties. As a consequence,展开更多
基金the National Science Foundation of China(22001051)Zhejiang Provincial Natural Science Foundation of China(LY23B020002)for financial supportfunding from the STU Scientific Research Foundation for Talents(NTF20022)。
文摘Zinc-promoted umpolung thiolation of alkyl electrophiles with masked sulfur transfer reagents in the absence of nickel or copper catalysis is described. This protocol proceeds via a SET process of Zn to electrophilic sulfur reagent followed by insertion of Zn into disulfide and nucleophilic thiolation, providing straightforward access to a wide range of alkyl sulfides with broad substrate scope. A neutral TMEDA-ligated four-coordinated zinc thiolate with tetrahedra geometry was synthesized, isolated and fully characterized by NMR, IR and X-ray analysis. More importantly, the chemical reactivity of this active intermediate has been investigated, enabling the construction of C-Se, C-Te, Sb-S and Bi-S bonds to prepare valuable sulfur-containing molecules and beyond.
基金Financial support from the Natural Science Foundation of Henan Province(No.222300420084)application research plan for key scientific research projects in colleges and universities of Henan Province(No.22A150056)Zhengzhou University(JC22261005),and the National Natural Science Foundation of China(No.21871237)are gratefully acknowledged.
文摘Metal-and oxidant-free alkenyl C–H thiolation enabled by the azo group had been established for the modular synthesis of tetrasubstituted acyclic olefins.The reaction was performed under mild reaction conditions with a broad substrate scope.The intramolecular 6-membered hydrogen-bonding network accounts for the observed excellent stereo-control.
文摘The introduction of a trifluoromethanesulfenyl group （SCF3） into organic molecules can, in principle, significantly en- hance the cell-membrane permeability, metabolic stability and bioavailability because of its high lipophilicity and intrinsic electron-withdrawing properties. As a consequence,
