An Efficient Methodology for the Synthesis of 3-Styryl Coumarins

被引:18
作者
Martins, Sergio M. A. [1 ]
Branco, Paula C. S. [2 ]
Pereira, Antonio M. D. R. L. [1 ]
机构
[1] Univ Evora, Dept Quim, Ctr Quim, P-7000671 Evora, Portugal
[2] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, REQUIMTE, P-2829516 Caparica, Portugal
关键词
3-vinyl coumarin; 3-styryl coumarin; Heck reaction; palladium; fluorescent dyes; HIGHLY EFFICIENT; BIOLOGICAL EVALUATION; DERIVATIVES; DYES; ION; INHIBITION; POTENT; SENSOR;
D O I
10.1590/S0103-50532012000400014
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Regioselective and highly efficient Heck arylation of 3-vinyl-6,7-dimethoxycoumarin has been developed to afford 3-styryl coumarins in good to very high yields. The increase in conjugation reflects on the absorbance of the synthesized compounds revealing all pronounced bathochromic shifts and hyperchromic effects.
引用
收藏
页码:688 / 693
页数:6
相关论文
共 50 条
  • [31] Efficient Synthesis of Pyrido[3,2-c]coumarins via Silver Nitrate Catalyzed Cycloisomerization and Application to the First Synthesis of Polyneomarline C
    Yoon, Jeong A.
    Han, Young Taek
    SYNTHESIS-STUTTGART, 2019, 51 (24): : 4611 - 4618
  • [32] 3-(Bromoacetyl)coumarins: unraveling their synthesis, chemistry, and applications
    Abdou, Moaz M.
    Abu-Rayyan, Ahmed
    Bedir, Ahmed G.
    Abdel-Fattah, S.
    Omar, A. M. A.
    Ahmed, Abdullah A.
    El-Desoky, El-Sayed, I
    Ghaith, Eslam A.
    RSC ADVANCES, 2021, 11 (61) : 38391 - 38433
  • [33] Synthesis and antimicrobial activity of styryl/pyrrolyl/pyrazolyl sulfonylmethy1-1,3,4-oxadiazoly1 amines and styryl/pyrrolyl/pyrazolyl sulfonylmethyl-1,3,4-thiadiazolyl amines
    Sravya, G.
    Yamini, G.
    Padmavathi, V.
    Padmaja, A.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 122 : 647 - 655
  • [34] Synthesis and antimicrobial assessment of novel coumarins featuring 1,2,4-oxadiazole
    Krishna, Challa
    Bhargavi, M. Vijaya
    Rao, Ch. Prasad
    Krupadanam, G. L. David
    MEDICINAL CHEMISTRY RESEARCH, 2015, 24 (10) : 3743 - 3751
  • [35] Hybrid Molecules Composed of 2,4-Diamino-1,3,5-triazines and 2-Imino-Coumarins and Coumarins. Synthesis and Cytotoxic Properties
    Makowska, Anna
    Saczewski, Franciszek
    Bednarski, Patrick J.
    Saczewski, Jaroslaw
    Balewski, Lukasz
    MOLECULES, 2018, 23 (07):
  • [36] Melamine Trisulfonic Acid as a New, Efficient and Reusable Catalyst for the Solvent Free Synthesis of Coumarins
    Shirini, F.
    Zolfigol, M. A.
    Albadi, J.
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2010, 7 (04) : 895 - 899
  • [37] An efficient one-pot synthesis of coumarins mediated by propylphosphonic anhydride (T3P) via the Perkin condensation
    Augustine, John Kallikat
    Bombrun, Agnes
    Ramappa, Balakrishna
    Boodappa, Chandrakantha
    TETRAHEDRON LETTERS, 2012, 53 (33) : 4422 - 4425
  • [38] An Efficient Total Synthesis of Resokaempferol 3-O-β-D-Glucoside
    Ren, Xuhong
    Wang, Jingjing
    Shen, Lin-Lan
    Li, Wei
    Muraoka, Osamu
    Cheng, Maosheng
    CHEMISTRY LETTERS, 2011, 40 (10) : 1135 - 1137
  • [39] Synthesis of 4-(2-hydroxymethylaryl)coumarins
    Sitnikov, N. S.
    Shavyrin, A. S.
    Fukin, G. K.
    Beletskaya, I. P.
    Combes, S.
    Fedorov, A. Yu
    RUSSIAN CHEMICAL BULLETIN, 2010, 59 (03) : 626 - 631
  • [40] Synthesis of polyalkoxy-3-(4-methoxyphenyl)coumarins with antimitotic activity from plant allylpolyalkoxybenzenes
    Tsyganov, Dmitry V.
    Chernysheva, Natalia B.
    Salamandra, Lev K.
    Konyushkin, Leonid D.
    Atamanenko, Olga P.
    Semenova, Marina N.
    Semenov, Victor V.
    MENDELEEV COMMUNICATIONS, 2013, 23 (03) : 147 - 149