Promoted and mediated by an ionic liquid-[bmim][BF4], fused pyrans or arylbis（4-hydroxy-6-methyl-2-oxo-2H-pyran-3- yl）methanes were efficiently and selectively prepared from the reaction of aldehyde and 4-hydroxy-6-...Promoted and mediated by an ionic liquid-[bmim][BF4], fused pyrans or arylbis（4-hydroxy-6-methyl-2-oxo-2H-pyran-3- yl）methanes were efficiently and selectively prepared from the reaction of aldehyde and 4-hydroxy-6-methyl-2-oxo-pyran with or without acetic anhydride. By using these novel procedures, pyrimidine nucleoside-fused pyran and arylbis（pyranon-3-yl）methane hybrids with potential biological activities were constructed.展开更多
A promising catalytic material, modified ga mma alumina with high surface area (300m2/g) and higher c ontents of strong acid sites was developed. It was prepared by a special precip itation method with aluminum nitra...A promising catalytic material, modified ga mma alumina with high surface area (300m2/g) and higher c ontents of strong acid sites was developed. It was prepared by a special precip itation method with aluminum nitrate solution containing a certain amounts of or thosilicic acid and ammonia aqueous solution. Compared with commercial gamma alu mina, the modified gamma alumina is an effective catalyst for dehydration of tet rahydrofurfuryl alcohol to 3,4-Dihydro-2H-pyran.Under the optimized reaction conditions, an improved yield of 3,4-Dihydro-2H-pyran of 93.4% was achieved. The profiles of pyridine TPD show that the modified gamma alumina exhibits more strong acid sites than that in the commercial gamma alumina, indicating the stro ng acid sites on the surface of the catalyst may play a crucial role in this rea ction.展开更多
A one pot reaction of 5-trifluoroacetyl-3,4-dihydro-2H-pryane with alkyl bromide RBr in the presence of zinc powder gave corresponding alcohol (CH2)3OCH=C(R)C(CF3)OH (R:CH2=CHCH2-, 3a; CH2CO2Me 3b), 3b are readily hyd...A one pot reaction of 5-trifluoroacetyl-3,4-dihydro-2H-pryane with alkyl bromide RBr in the presence of zinc powder gave corresponding alcohol (CH2)3OCH=C(R)C(CF3)OH (R:CH2=CHCH2-, 3a; CH2CO2Me 3b), 3b are readily hydrolysed to corresponding carboxylic acid under dilute acidic condition, intramolecular cycle addition of this acid afforded bicyclo lactone. Treatment of 5 with pyridine and POCl3 to afford product dehydroration by the trifluoromethyl substituted α,β-unsaturated carbonyl compound 6.4- Trifluoroacetyl 2,3-dihydro-2H-furan behaves similar compounds 8, 9 and 10 are prepared.展开更多
Current synthesis of α-substituted 3,6-dihydro-2H-pyrans dominantly relies on functional group transformation. Herein, a direct and practical oxidative C -H alkynylation and alkenylation of 3,6-dihydro-2H-pyran skele...Current synthesis of α-substituted 3,6-dihydro-2H-pyrans dominantly relies on functional group transformation. Herein, a direct and practical oxidative C -H alkynylation and alkenylation of 3,6-dihydro-2H-pyran skeletons with a range of potassium trifluoroborates is developed. The metal-free process is well tolerated with a wide variety of 3,6-dihydro-2H-pyrans, rapidly providing a library of 2,4-disubstituted 3,6-dihydro-2H-pyrans with diverse patterns of α-functionalities for further diversification and bioactive small molecule identification.展开更多
基金the National Natural Science Foundation of China(No.20772025)the Program for Science & Technology Innovation Talents in Universities of Henan Province(No.2008HASTIT006)the Natural Science Foundation of Department of Education of Henan Province(No.2008A150013).
文摘Promoted and mediated by an ionic liquid-[bmim][BF4], fused pyrans or arylbis（4-hydroxy-6-methyl-2-oxo-2H-pyran-3- yl）methanes were efficiently and selectively prepared from the reaction of aldehyde and 4-hydroxy-6-methyl-2-oxo-pyran with or without acetic anhydride. By using these novel procedures, pyrimidine nucleoside-fused pyran and arylbis（pyranon-3-yl）methane hybrids with potential biological activities were constructed.
文摘A promising catalytic material, modified ga mma alumina with high surface area (300m2/g) and higher c ontents of strong acid sites was developed. It was prepared by a special precip itation method with aluminum nitrate solution containing a certain amounts of or thosilicic acid and ammonia aqueous solution. Compared with commercial gamma alu mina, the modified gamma alumina is an effective catalyst for dehydration of tet rahydrofurfuryl alcohol to 3,4-Dihydro-2H-pyran.Under the optimized reaction conditions, an improved yield of 3,4-Dihydro-2H-pyran of 93.4% was achieved. The profiles of pyridine TPD show that the modified gamma alumina exhibits more strong acid sites than that in the commercial gamma alumina, indicating the stro ng acid sites on the surface of the catalyst may play a crucial role in this rea ction.
基金The authors thank the National Natural ScienceFoundation of China (NNSFC)! (No. 29872051 and No. 29672041 )for financial support
文摘A one pot reaction of 5-trifluoroacetyl-3,4-dihydro-2H-pryane with alkyl bromide RBr in the presence of zinc powder gave corresponding alcohol (CH2)3OCH=C(R)C(CF3)OH (R:CH2=CHCH2-, 3a; CH2CO2Me 3b), 3b are readily hydrolysed to corresponding carboxylic acid under dilute acidic condition, intramolecular cycle addition of this acid afforded bicyclo lactone. Treatment of 5 with pyridine and POCl3 to afford product dehydroration by the trifluoromethyl substituted α,β-unsaturated carbonyl compound 6.4- Trifluoroacetyl 2,3-dihydro-2H-furan behaves similar compounds 8, 9 and 10 are prepared.
基金financial supported by the National Natural Science Foundation of China (No. 21722204)Fok Ying Tung Education Foundation (No. 151035)+1 种基金the Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University) (No. CHEMR2016-B09)Guangxi Funds for Distinguished expert
文摘Current synthesis of α-substituted 3,6-dihydro-2H-pyrans dominantly relies on functional group transformation. Herein, a direct and practical oxidative C -H alkynylation and alkenylation of 3,6-dihydro-2H-pyran skeletons with a range of potassium trifluoroborates is developed. The metal-free process is well tolerated with a wide variety of 3,6-dihydro-2H-pyrans, rapidly providing a library of 2,4-disubstituted 3,6-dihydro-2H-pyrans with diverse patterns of α-functionalities for further diversification and bioactive small molecule identification.
