An improved procedure for the preparation of China, BAD(P)H model. (S_s)- 1 -benzyl-3- (p-tolylsulfinyl)-1.4-dihydropyridine with satisfactary chemical yield and excellent enantiopurity is reported.
The novel 1,2-diaryl substituted pyrrolo[3,4-b]pyridine-5,7-diones were selectively synthesized in high yields by the base catalyzed cyclization reaction of 3-arylamino-l-methyl-lH-pyrrole-2,5-diones with cinnamaldehy...The novel 1,2-diaryl substituted pyrrolo[3,4-b]pyridine-5,7-diones were selectively synthesized in high yields by the base catalyzed cyclization reaction of 3-arylamino-l-methyl-lH-pyrrole-2,5-diones with cinnamaldehyde and its derivatives in acetonitrile at room temperature. However, when piperidinium trifluoroacetate was employed as catalyst, the reaction afforded a mixture of 1,2-diaryl and 1,4-diaryl substituted pyrrolo[3,4-b]pyridine-5,7-diones in comparable yields.展开更多
A novel protocol was developed for the construction of highly functionalized 2-(diarylphosphoryl)-1,2-dihydropyridine derivatives(DAPDHPs)from 3-formylchromones(1),heterocyclic ketene aminals(HKAs,2),and phosphine oxi...A novel protocol was developed for the construction of highly functionalized 2-(diarylphosphoryl)-1,2-dihydropyridine derivatives(DAPDHPs)from 3-formylchromones(1),heterocyclic ketene aminals(HKAs,2),and phosphine oxides(R_(2)P(O)H,3)via a novel,one-pot cascade reaction.Optimization of the reaction conditions determined that refluxing the mixture of the 3-formylchromones,HKAs,and various R_(2)P(O)H in propylene carbonate(PC)in the presence of triethylamine as a base facilitated the highest yields of the DAPDHP products.This cascade reaction,which involved the cleavage of one C-O bond in the 3-formylchromone substrates and the formation of three new bonds(one C-C,one C-N,and one C-P bond),enabled the synthesis of a small library of DAPDHP products.The dearomatized DAPDHP products were formed by the regioselective nucleophilic addition of the R_(2)P(O)H reagents to the intermediate pyridinium salts 8.This approach has several advantages such as the use of an environmentally-friendly solvent,simple and practical operation(with filtration and washing without column chromatography separation),good yields,and a product with potential biological activity.展开更多
基金the National Natural Science Foundation of China ! 29672031 Fang Min FU of Chengdu institute of or
文摘An improved procedure for the preparation of China, BAD(P)H model. (S_s)- 1 -benzyl-3- (p-tolylsulfinyl)-1.4-dihydropyridine with satisfactary chemical yield and excellent enantiopurity is reported.
文摘The novel 1,2-diaryl substituted pyrrolo[3,4-b]pyridine-5,7-diones were selectively synthesized in high yields by the base catalyzed cyclization reaction of 3-arylamino-l-methyl-lH-pyrrole-2,5-diones with cinnamaldehyde and its derivatives in acetonitrile at room temperature. However, when piperidinium trifluoroacetate was employed as catalyst, the reaction afforded a mixture of 1,2-diaryl and 1,4-diaryl substituted pyrrolo[3,4-b]pyridine-5,7-diones in comparable yields.
基金We are grateful for financial support from the Natural Science Foundation of Yunnan Province(Nos.2019fy003003 and 2017fa003)the National Natural Science Foundation of China(No.21662042)Scientific and Technological Innovation Team of Green Synthesis and Activity Research of Natural-like Heterocyclic Compound Libraries in Universities of Yunnan Province.Authors thank advanced analysis and measurement center of Yunnan University for the sample testing service.
文摘A novel protocol was developed for the construction of highly functionalized 2-(diarylphosphoryl)-1,2-dihydropyridine derivatives(DAPDHPs)from 3-formylchromones(1),heterocyclic ketene aminals(HKAs,2),and phosphine oxides(R_(2)P(O)H,3)via a novel,one-pot cascade reaction.Optimization of the reaction conditions determined that refluxing the mixture of the 3-formylchromones,HKAs,and various R_(2)P(O)H in propylene carbonate(PC)in the presence of triethylamine as a base facilitated the highest yields of the DAPDHP products.This cascade reaction,which involved the cleavage of one C-O bond in the 3-formylchromone substrates and the formation of three new bonds(one C-C,one C-N,and one C-P bond),enabled the synthesis of a small library of DAPDHP products.The dearomatized DAPDHP products were formed by the regioselective nucleophilic addition of the R_(2)P(O)H reagents to the intermediate pyridinium salts 8.This approach has several advantages such as the use of an environmentally-friendly solvent,simple and practical operation(with filtration and washing without column chromatography separation),good yields,and a product with potential biological activity.
