Photosensitized oxidation of unsymmetrical 1,4-dihydropyridines

被引:24
作者
Memarian, H. R. [1 ]
Abdoli-Senejani, M. [1 ]
Tangestaninejad, S. [1 ]
机构
[1] Univ Isfahan, Fac Sci, Dept Chem, Esfahan 8174673441, Iran
关键词
1,4-dihydropyridines; photochemistry; photooxidation; photosensitized oxidation; singlet oxygen;
D O I
10.1007/BF03247221
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photosensitized oxidation of unsymmetrically substituted 1,4-dihydropyridines using dye sensitizers methylene blue, rose bengal and tetraphenylporphyrin by taking visible light source resulted in the aromatization of dihydropyridine ring and formation of the corresponding pyridine derivatives. Comparison of the results obtained under photosensitized reaction with those obtained by direct photo-oxidation indicated a very fast and smooth reaction of these compounds and formation of pyridine derivatives using theses dyestuffs.
引用
收藏
页码:285 / 292
页数:8
相关论文
共 50 条
[21]   Ultrasound-mediated, uranyl nitrate hexahydrate-catalyzed synthesis of 1,4-dihydropyridines under mild conditions [J].
Reddy, B. Palakshi ;
Sarveswari, S. ;
Vijayakumar, V. .
RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (09) :6877-6883
[22]   PEG400-Lithium Carbonate Catalyzed Synthesis of 1,4-Dihydropyridines under Solvent-free Conditions [J].
Reddy, B. Palakshi ;
Rajesh, K. ;
Vijayakumar, V. .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2012, 44 (02) :153-158
[23]   Effect of the heterocyclic ring-fusion on the photochemical reactivity of 1,4-dihydropyridines, polyhydroquinolines, and decahydroacridine-1,8-diones [J].
Hosseininasab, Fatemeh S. ;
Memarian, Hamid R. ;
Asgari, Mehrnoosh .
RESEARCH ON CHEMICAL INTERMEDIATES, 2025, 51 (05) :2705-2754
[24]   Photoredox/palladium-cocatalyzed enantioselective alkylation of secondary benzyl carbonates with 4-alkyl-1,4-dihydropyridines [J].
Xu Shen ;
Linlin Qian ;
Shouyun Yu .
Science China(Chemistry) , 2020, (05) :687-691
[25]   Photoredox/palladium-cocatalyzed enantioselective alkylation of secondary benzyl carbonates with 4-alkyl-1,4-dihydropyridines [J].
Xu Shen ;
Linlin Qian ;
Shouyun Yu .
Science China Chemistry, 2020, 63 :687-691
[26]   Photoredox/palladium-cocatalyzed enantioselective alkylation of secondary benzyl carbonates with 4-alkyl-1,4-dihydropyridines [J].
Shen, Xu ;
Qian, Linlin ;
Yu, Shouyun .
SCIENCE CHINA-CHEMISTRY, 2020, 63 (05) :687-691
[27]   Cage dimeric 4-aryl-1,4-dihydropyridines as promising lead structures for the development of a novel class of HIV-1 protease inhibitors [J].
Hilgeroth, A ;
Billich, A .
ARCHIV DER PHARMAZIE, 1999, 332 (01) :3-5
[28]   Tryptophan oxidation photosensitized by pterin [J].
Thomas, Andres H. ;
Serrano, Mariana P. ;
Rahal, Virginie ;
Vicendo, Patricia ;
Claparols, Catherine ;
Oliveros, Esther ;
Lorente, Carolina .
FREE RADICAL BIOLOGY AND MEDICINE, 2013, 63 :467-475
[29]   Effects of Phosphatidylcholine on Interaction of α-Tocopherol and β-Carotene in Photosensitized Oxidation of Emulsions [J].
Lee, Yoosung ;
Lee, Edwald ;
Choe, Eunok .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 2014, 91 (09) :1551-1557
[30]   Visible-Light-Mediated Photocatalyst-Free Hydroacylation of Azodicarboxylic Acid Derivatives with 4-Acyl-1,4-dihydropyridines [J].
Liu, Li ;
Wang, Jing ;
Feng, Xiaoying ;
Xu, Kun ;
Liu, Wei ;
Peng, Xia ;
Du, Hongguang ;
Tan, Jiajing .
CHINESE JOURNAL OF CHEMISTRY, 2024, 42 (11) :1230-1236