O-Alkylation of oximes with N-vinylpyrrolidin-2-one or N-methyl-N-vinylacetamide was efficiently initiated by a catalytic amount of cerium(Ⅳ) ammonium nitrate(CAN),giving the corresponding oxime ether derivatives...O-Alkylation of oximes with N-vinylpyrrolidin-2-one or N-methyl-N-vinylacetamide was efficiently initiated by a catalytic amount of cerium(Ⅳ) ammonium nitrate(CAN),giving the corresponding oxime ether derivatives in good yield.展开更多
6-Substituted 5,8-O-dimethyl-1,4-naphthoquinones(6-DMNQ),the promising anticancer scaffolds,were selectively generated by oxidative demethylation of 2-substituted 1,4,5,8-tetramethoxynaphthalenes with CAN in EtOAc/H...6-Substituted 5,8-O-dimethyl-1,4-naphthoquinones(6-DMNQ),the promising anticancer scaffolds,were selectively generated by oxidative demethylation of 2-substituted 1,4,5,8-tetramethoxynaphthalenes with CAN in EtOAc/H2O in comparatively high yields.An interesting finding was that apart from the reported electron-withdrawing effects of substituents on position 2 of naphthalene ring,regioselective synthesis of 6-DMNQ was largely dependent on the steric effects in CAN-mediated oxidation.The selective cytotoxicities of 6-DMNQ from the in vitro cell-based assays were exhibited between the cancer cells and normal cells.Moreover,most of sulfur-containing 6-DMNQ derivatives displayed better anticancer activities than the corresponding oxygen-containing ones,which could provide an available strategy for the design of 6-DMNQ derivatives as potential anticancer agents.展开更多
Alkylidenecyclopropanes undergo ceric(Ⅳ) ammonium nitrate (CAN)-mediated addition reaction with 1,3-dicarbonyl compounds leading to dihydrofuran derivatives incorporating cyclopropyl groups in moderate yields.
基金Project 20572040 was supported by National Natural Science Foundation of China
文摘O-Alkylation of oximes with N-vinylpyrrolidin-2-one or N-methyl-N-vinylacetamide was efficiently initiated by a catalytic amount of cerium(Ⅳ) ammonium nitrate(CAN),giving the corresponding oxime ether derivatives in good yield.
基金supported by National Natural Science Foundation of China(No.81373274)Ph.D.Programs Foundation of Ministry of Education China(No.20120073110068)Shanghai Biomedical Supporting Funding(No.15431900600)
文摘6-Substituted 5,8-O-dimethyl-1,4-naphthoquinones(6-DMNQ),the promising anticancer scaffolds,were selectively generated by oxidative demethylation of 2-substituted 1,4,5,8-tetramethoxynaphthalenes with CAN in EtOAc/H2O in comparatively high yields.An interesting finding was that apart from the reported electron-withdrawing effects of substituents on position 2 of naphthalene ring,regioselective synthesis of 6-DMNQ was largely dependent on the steric effects in CAN-mediated oxidation.The selective cytotoxicities of 6-DMNQ from the in vitro cell-based assays were exhibited between the cancer cells and normal cells.Moreover,most of sulfur-containing 6-DMNQ derivatives displayed better anticancer activities than the corresponding oxygen-containing ones,which could provide an available strategy for the design of 6-DMNQ derivatives as potential anticancer agents.
基金the National Natural Science Foundation of China(20332060,20472072).
文摘Alkylidenecyclopropanes undergo ceric(Ⅳ) ammonium nitrate (CAN)-mediated addition reaction with 1,3-dicarbonyl compounds leading to dihydrofuran derivatives incorporating cyclopropyl groups in moderate yields.