Herein, we reported an efficient and straightforward method to realize desaturated β-C(sp^(3))-H sulfonylation andphosphonylation of cyclic amines driven by electrochemistry using catalytic amounts of CP_(2)Fe as the...Herein, we reported an efficient and straightforward method to realize desaturated β-C(sp^(3))-H sulfonylation andphosphonylation of cyclic amines driven by electrochemistry using catalytic amounts of CP_(2)Fe as the redoxmediator. This protocol which had good functional group compatibility, provided the desired enaminyl sulfoneand enaminyl phosphine oxide products with high chemo- and regio-selectivity under mild conditions. Severalmechanistic studies have suggested that cyclic amines underwent multiple single-electron oxidation and deprotonation processes, followed by a capture step involving either a sulfonyl radical or a phosphonyl radical, ultimately leading to the desired products.展开更多
The benzophenone-initiated photoaddition of N-methyl ammes 2 to the chiral synthon1 proceeds in a regiospecitlc and highlyr stereocontrolled thshion to give the C-C photoadductscontaining a ne\viy stereogenic center 3...The benzophenone-initiated photoaddition of N-methyl ammes 2 to the chiral synthon1 proceeds in a regiospecitlc and highlyr stereocontrolled thshion to give the C-C photoadductscontaining a ne\viy stereogenic center 3a-3c. The enantiomerically pure N-C photoadducts, aminobutenolides 5a-5c have been obtained from the enantioselective photoaddition of secondary cyclicammes 4 with the chiral synthon 1 under the same conditions.展开更多
This paper presents the amination reactions of electron deficient aryl chlorides promoted by Mg（OH）_2 without transition metals. Only using stoichiometric amount of nano sized Mg（OH）_2,good to moderate isolated yi...This paper presents the amination reactions of electron deficient aryl chlorides promoted by Mg（OH）_2 without transition metals. Only using stoichiometric amount of nano sized Mg（OH）_2,good to moderate isolated yields could be achieved in N-methylpyr-rolidone （NMP） after 24 h at 150℃.展开更多
Despite their interesting applications,direct and diverse syntheses of aryl-fused 2-alkyl cyclic amines still remain challenging.Here,the concept of incorporating a C–C coupling process into the N-heteroaryl reductio...Despite their interesting applications,direct and diverse syntheses of aryl-fused 2-alkyl cyclic amines still remain challenging.Here,the concept of incorporating a C–C coupling process into the N-heteroaryl reduction was successfully applied to fulfill such a synthetic purpose.Due to our use of controllable electroreduction coupled with proton abstraction,we can report a room-temperature reductiveα-alkylation of the inert N-heteroarenes with abundantly available styrenes in an undivided Zn(+)/C(−)cell.This proceeds with good substrate compatibility and operational simplicity,utilizes cost-effective sacrificial Zn-anode,exhibits high selectivity,and does not need pressurized H2 gas and transition-metal catalysts.This current work offers a useful platform for direct construction of valuable aryl-fused 2-alkyl cyclic amines that are difficult to access with conventional methods.展开更多
基金National Natural Science Foundation of China(Nos.22178315,22378363,22078298 and 21978271)the Natural Science Foundation of Zhejiang Province of China(No.LY21B020007)+1 种基金China Postdoctoral Science Foundation(No.2022M712824)Key Research and Development Program of Zhejiang Province(No.2022C03169)for financial support.
文摘Herein, we reported an efficient and straightforward method to realize desaturated β-C(sp^(3))-H sulfonylation andphosphonylation of cyclic amines driven by electrochemistry using catalytic amounts of CP_(2)Fe as the redoxmediator. This protocol which had good functional group compatibility, provided the desired enaminyl sulfoneand enaminyl phosphine oxide products with high chemo- and regio-selectivity under mild conditions. Severalmechanistic studies have suggested that cyclic amines underwent multiple single-electron oxidation and deprotonation processes, followed by a capture step involving either a sulfonyl radical or a phosphonyl radical, ultimately leading to the desired products.
文摘The benzophenone-initiated photoaddition of N-methyl ammes 2 to the chiral synthon1 proceeds in a regiospecitlc and highlyr stereocontrolled thshion to give the C-C photoadductscontaining a ne\viy stereogenic center 3a-3c. The enantiomerically pure N-C photoadducts, aminobutenolides 5a-5c have been obtained from the enantioselective photoaddition of secondary cyclicammes 4 with the chiral synthon 1 under the same conditions.
文摘This paper presents the amination reactions of electron deficient aryl chlorides promoted by Mg（OH）_2 without transition metals. Only using stoichiometric amount of nano sized Mg（OH）_2,good to moderate isolated yields could be achieved in N-methylpyr-rolidone （NMP） after 24 h at 150℃.
基金support of the National Natural Science Foundation of China(grant no.21971071)the Natural Science Foundation of Guangdong Province(grant no.2021A1515010155).
文摘Despite their interesting applications,direct and diverse syntheses of aryl-fused 2-alkyl cyclic amines still remain challenging.Here,the concept of incorporating a C–C coupling process into the N-heteroaryl reduction was successfully applied to fulfill such a synthetic purpose.Due to our use of controllable electroreduction coupled with proton abstraction,we can report a room-temperature reductiveα-alkylation of the inert N-heteroarenes with abundantly available styrenes in an undivided Zn(+)/C(−)cell.This proceeds with good substrate compatibility and operational simplicity,utilizes cost-effective sacrificial Zn-anode,exhibits high selectivity,and does not need pressurized H2 gas and transition-metal catalysts.This current work offers a useful platform for direct construction of valuable aryl-fused 2-alkyl cyclic amines that are difficult to access with conventional methods.
