Photochemical Preparation of Pyrimidin-2(1H)-ones by Rhenium(I) Complexes with Visible Light

被引:34
作者
Liu, Qiang [1 ]
Li, Ya-Nan [1 ]
Zhang, Hui-Hui [1 ]
Chen, Bin [1 ]
Tung, Chen-Ho [1 ]
Wu, Li-Zhu [1 ]
机构
[1] Chinese Acad Sci, Tech Inst Phys & Chem, Key Lab Photochem Convers & Optoelect Mat, Beijing 100190, Peoples R China
基金
美国国家科学基金会;
关键词
BIGINELLI DIHYDROPYRIMIDINE SYNTHESIS; TERPYRIDYL ACETYLIDE COMPLEX; C-H FUNCTIONALIZATION; HANTZSCH 1,4-DIHYDROPYRIDINES; PHOTOREDOX CATALYSIS; ELECTRON-TRANSFER; OXIDATIVE DEHYDROGENATION; PLATINUM(II) COMPLEX; CARBON-DIOXIDE; 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES;
D O I
10.1021/jo102062u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
With visible light irradiation (lambda > 400 nm) of rhenium(I) complexes (P1-P4), a photochemical conversion from 3,4-dihydropyrimidin-2(1H)-ones to pyrimidin-2(1H)-ones at room temperature has been achieved with good to excellent yields in CH3CN-H2O solution containing CCl4 and K2CO3. Luminescence quenching study and product analysis reveal that photoinduced electron transfer between rhenium(I) complex P and 3,4-dihydropyrimidin-2(1H)-ones plays an important role in the initial event.
引用
收藏
页码:1444 / 1447
页数:4
相关论文
共 49 条
  • [41] vandenEynde JJ, 1997, HETEROCYCLES, V45, P1967
  • [42] Facile Preparation of 3,4-Diarylpyrroles and Hydrogen by a Platinum(II) Terpyridyl Complex
    Wang, Deng-Hui
    Peng, Ming-Li
    Han, Yong
    Chen, Bin
    Jung, Chen-Ho
    Wu, Li-Zhu
    [J]. INORGANIC CHEMISTRY, 2009, 48 (21) : 9995 - 9997
  • [43] Synthesis and biological activity of methanesulfonamide pyrimidine- and N-methanesulfonyl pyrrole-substituted 3,5-dihydroxy-6-heptenoates, a novel series of HMG-CoA reductase inhibitors
    Watanabe, M
    Koike, H
    Ishiba, T
    Okada, T
    Seo, S
    Hirai, K
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 1997, 5 (02) : 437 - 444
  • [44] Oxidative dehydrogenation of dihydropyrimidinones and dihydropyrimidines
    Yamamoto, K
    Chen, YG
    Buono, FG
    [J]. ORGANIC LETTERS, 2005, 7 (21) : 4673 - 4676
  • [45] Photosensitized oxidative deprotection of oximes to their corresponding carbonyl compounds by platinum(II) terpyridyl acetylide complex
    Yang, Y
    Zhang, D
    Wu, LZ
    Chen, B
    Zhang, LP
    Tung, CH
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (14) : 4788 - 4791
  • [46] Photocatalytic hydrogen production from hantzsch 1,4-dihydropyridines by platinum(II) terpyridyl complexes in homogeneous solution
    Zhang, D
    Wu, LZ
    Zhou, L
    Han, X
    Yang, QZ
    Zhang, LP
    Tung, CH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (11) : 3440 - 3441
  • [47] Versatile photosensitization system for 1O2-mediated oxidation of alkenes based on Nafion-supported platinum(II) terpyridyl acetylide complex
    Zhang, D
    Wu, LZ
    Yang, QZ
    Li, XH
    Zhang, LP
    Tung, CH
    [J]. ORGANIC LETTERS, 2003, 5 (18) : 3221 - 3224
  • [48] Synthesis, structure-activity relationships, and drug resistance of β-D-3′-fluoro-2′,3′-unsaturated nucleosides as anti-HIV agents
    Zhou, W
    Gumina, G
    Chong, YH
    Wang, JN
    Schinazi, RF
    Chu, CK
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (13) : 3399 - 3408
  • [49] Mechanisms of the oxidations of NAD(P)H model hantzsch 1,4-dihydropyridines by nitric oxide and its donor N-methyl-N-nitrosotoluene-p-sulfonamide
    Zhu, XQ
    Zhao, BJ
    Cheng, JP
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (24) : 8158 - 8163