A novel and simple t-BuOLi/I2-mediated synthesis of 1,2,4-trisubstituted imidazoles was developed without transition-metal added. The transition-metal-free strategy tolerated a range of sdbstrates and provided product...A novel and simple t-BuOLi/I2-mediated synthesis of 1,2,4-trisubstituted imidazoles was developed without transition-metal added. The transition-metal-free strategy tolerated a range of sdbstrates and provided products in moderate to good yields with 100% regioselectivity.展开更多
A[2+1+1+1]cyclization reaction has been developed for the synthesis of multisubstituted 6-pyrrolidinones from commercially available aryl methyl ketones,primary amines,and ethyl nitroacetate.In this I_(2)-DMSO-meditat...A[2+1+1+1]cyclization reaction has been developed for the synthesis of multisubstituted 6-pyrrolidinones from commercially available aryl methyl ketones,primary amines,and ethyl nitroacetate.In this I_(2)-DMSO-meditated process,the C-NO_(2) bond of ethyl nitroacetate is cleaved,affording a C1 synthon,and the formation of two C-C and two C-N bonds and a quaternary carbon center are constructed in one pot.This method has good substrate compatibility and permits the late-stage modification of pharmaceutical compounds.展开更多
We developed a highly selective and efficient multicomponent transformation by utilizing alkynes and olefins/(hetero)arenes through photoinduced energy-transfer catalysis.The reaction involves the formation of three d...We developed a highly selective and efficient multicomponent transformation by utilizing alkynes and olefins/(hetero)arenes through photoinduced energy-transfer catalysis.The reaction involves the formation of three distinct chemical bonds,namely C(sp~3)–C(sp~2),C(sp~2)–C(sp~3),and C(sp~3)–N,in a single coordinated manner.The strategy used a vinyl radical-mediated radical relay approach under mild conditions,exhibiting a broad substrate scope(>70 examples),excellent functional-group tolerance,and remarkable regio-and anti-stereoselectivity.Through the utilization of a combination of experimental techniques and density functional theory(DFT),we delved deeper into the mechanistic intricacies of this distinctive system.Results revealed that the selective radical addition to electron-deficient alkynes,rather than olefins,was governed by the inherent reactivity of alkyl radicals.This discovery presented a highly effective approach for the synthesis of stereodefined multisubstituted alkenes.展开更多
A facile route to 2-benzylthio-5-phenyl-3,4-disubstituted thiophenes was described. Catalyzed by sodium hydroxide, the title compounds were synthesized in moderate to good yields simply from the intramolecular aldol t...A facile route to 2-benzylthio-5-phenyl-3,4-disubstituted thiophenes was described. Catalyzed by sodium hydroxide, the title compounds were synthesized in moderate to good yields simply from the intramolecular aldol type condensation of α-oxo ketene dibenzylthioacetals. The chemical selectivity for this annulation reaction was studied and discussed.展开更多
文摘A novel and simple t-BuOLi/I2-mediated synthesis of 1,2,4-trisubstituted imidazoles was developed without transition-metal added. The transition-metal-free strategy tolerated a range of sdbstrates and provided products in moderate to good yields with 100% regioselectivity.
基金supported by the National Natural Science Foundation of China(Grant 22171098)supported by Chengdu Guibao Science&Technology Co.,Ltd.and the 111ProjectB17019.
文摘A[2+1+1+1]cyclization reaction has been developed for the synthesis of multisubstituted 6-pyrrolidinones from commercially available aryl methyl ketones,primary amines,and ethyl nitroacetate.In this I_(2)-DMSO-meditated process,the C-NO_(2) bond of ethyl nitroacetate is cleaved,affording a C1 synthon,and the formation of two C-C and two C-N bonds and a quaternary carbon center are constructed in one pot.This method has good substrate compatibility and permits the late-stage modification of pharmaceutical compounds.
基金supported by the National Natural Science Foundation of China (22101059)the Guangxi Natural Science Foundation of China (2023GXNSFBA026275)+2 种基金the Innovation Project of Guangxi Graduate Education (YCSW2023125)partially supported by the National Key R&D Program of China (2022ZD0160100)in part by Shanghai Committee of Science and Technology(21DZ1100100)。
文摘We developed a highly selective and efficient multicomponent transformation by utilizing alkynes and olefins/(hetero)arenes through photoinduced energy-transfer catalysis.The reaction involves the formation of three distinct chemical bonds,namely C(sp~3)–C(sp~2),C(sp~2)–C(sp~3),and C(sp~3)–N,in a single coordinated manner.The strategy used a vinyl radical-mediated radical relay approach under mild conditions,exhibiting a broad substrate scope(>70 examples),excellent functional-group tolerance,and remarkable regio-and anti-stereoselectivity.Through the utilization of a combination of experimental techniques and density functional theory(DFT),we delved deeper into the mechanistic intricacies of this distinctive system.Results revealed that the selective radical addition to electron-deficient alkynes,rather than olefins,was governed by the inherent reactivity of alkyl radicals.This discovery presented a highly effective approach for the synthesis of stereodefined multisubstituted alkenes.
文摘A facile route to 2-benzylthio-5-phenyl-3,4-disubstituted thiophenes was described. Catalyzed by sodium hydroxide, the title compounds were synthesized in moderate to good yields simply from the intramolecular aldol type condensation of α-oxo ketene dibenzylthioacetals. The chemical selectivity for this annulation reaction was studied and discussed.
