SYNTHESIS OF BETA-SUBSTITUTED PORPHYRINS USING PALLADIUM-CATALYZED REACTIONS

被引:48
|
作者
ALI, H [1 ]
VANLIER, JE [1 ]
机构
[1] UNIV SHERBROOKE,FAC MED,MRC,RADIAT SCI GRP,SHERBROOKE J1H 5N4,PQ,CANADA
基金
英国医学研究理事会;
关键词
BETA-HALOGENATED PORPHYRINS; PALLADIUM CATALYZED REACTION; COUPLING REACTION; TERMINAL ACETYLENIC DERIVATIVE;
D O I
10.1016/S0040-4020(01)89306-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium(II)-catalysed carbon-carbon-coupling reaction (Heck reaction) between a variety of metalated beta-monohalosubstituted porphyrins (2-bromotetraphenylporphyrin, 2-bromo-3,7,8,12,13,17,18-heptaethylporphyrin, and 3(8)monoiodo-deuterporphyrin IX dimethyl ester) and a series of terminally substituted acetylenic derivatives, is reported. A few disubstituted porphyrin analogs were also synthesized using the corresponding beta-dihalogenated porphyrin precursors.
引用
收藏
页码:11933 / 11944
页数:12
相关论文
共 50 条
  • [1] Palladium-Catalyzed Annulation Reactions for Diastereoselective Cyclopentene Synthesis
    Kohn, Benjamin L.
    Jarvo, Elizabeth R.
    ORGANIC LETTERS, 2011, 13 (18) : 4858 - 4861
  • [2] Amines as the ligands for palladium-catalyzed coupling reactions
    Xie, Ye-Xiang
    Li, Jin-Heng
    Yin, Du-Lin
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2006, 26 (08) : 1155 - 1163
  • [3] Advances in Decarboxylative Palladium-Catalyzed Reactions of Propargyl Electrophiles
    O'Broin, Calvin Q.
    Guiry, Patrick J.
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (16) : 10321 - 10333
  • [4] Palladium-catalyzed coupling reactions of paramagnetic vinyl halides
    Kálai, Tamás
    Balog, Mária
    Jeko, József
    Hubbell, Wayne L.
    Hideg, Kálmán
    Synthesis, 2002, (16) : 2365 - 2372
  • [5] New Methodology for the Synthesis of 3-Substituted Coumarins via Palladium-Catalyzed Site-Selective Cross-Coupling Reactions
    Martins, Sergio
    Branco, Paula S.
    de la Torre, Maria C.
    Sierra, Miguel A.
    Pereira, Antonio
    SYNLETT, 2010, (19) : 2918 - 2922
  • [6] The application of chiral ferrocene ligands in palladium-catalyzed asymmetric reactions
    Liu Zhende
    He Xuchang
    PROGRESS IN CHEMISTRY, 2006, 18 (11) : 1489 - 1497
  • [7] Development of Palladium-Catalyzed Transformations Using Propargylic Compounds
    Yoshida, Masahiro
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2012, 60 (03) : 285 - 299
  • [8] Acid Chloride Synthesis by the Palladium-Catalyzed Chlorocarbonylation of Aryl Bromides
    Quesnel, Jeffrey S.
    Kayser, Laure V.
    Fabrikant, Alexander
    Arndtsen, Bruce A.
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (26) : 9550 - 9555
  • [9] An overview of palladium-catalyzed synthesis of seven-membered heterocycles
    Saranya, Padinjare Veetil
    Neetha, Mohan
    Radhika, Sankaran
    Anilkumar, Gopinathan
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2021, 58 (03) : 673 - 684
  • [10] Diastereoselective Palladium-Catalyzed Conjugate Addition of Arylboronic Acids to -Substituted Cyclic Enones
    Gao, Ang
    Liu, Xiu-Yan
    Ding, Chang-Hua
    Hou, Xue-Long
    SYNLETT, 2017, 28 (20) : 2829 - 2832