PALLADIUM-CATALYZED ARYLATION OF 1,3-DIENES - A HIGHLY CHEMOSELECTIVE, REGIOSELECTIVE AND STEREOSELECTIVE SYNTHESIS OF (E,E) CONJUGATED DIENIC AROMATICS

被引:39
|
作者
JEFFERY, T
机构
[1] Laboratoire de Chimie, l'Ecole Normale Supérieure associé au CNRS -, 75231 Paris Cédex 05, 24, Rue Lhomond
关键词
PALLADIUM; ARYLATION; DIENES; SILVER(I) SALT; THALLIUM(I) SALT; (E; E) CONJUGATED DIENIC AROMATICS;
D O I
10.1016/0040-4039(92)88121-K
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(E,E) conjugated aromatic dienes can be efficiently prepared from aromatic halides and 1,3-dienes with high chemo, regio and stereoselectivities.
引用
收藏
页码:1989 / 1992
页数:4
相关论文
共 50 条
  • [21] Efficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters
    Yang, Ji
    Liu, Jiawang
    Ge, Yao
    Huang, Weiheng
    Ferretti, Francesco
    Neumann, Helfried
    Jiao, Haijun
    Franke, Robert
    Jackstell, Ralf
    Beller, Matthias
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (17) : 9527 - 9533
  • [22] Stereoselective Construction of (E,Z)-1,3-Dienes and Its Application in Natural Product Synthesis
    Hubert, Pierre
    Seibel, Elena
    Beemelmanns, Christine
    Campagne, Jean-Marc
    de Figueiredo, Renata Marcia
    ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (24) : 5532 - 5575
  • [23] Palladium-Catalyzed Oxidative Cyclization of Azulene-2-Carboxylic Acids with 1,3-Dienes for the Synthesis of Alkenyl Azulenolactones
    Maeng, Chanyoung
    Yun, Yongjoo
    Son, Jeong-Yu
    Lee, Phil Ho
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (16) : 2859 - 2864
  • [24] Highly selective synthesis of (1E)-2-methyl-1,3-dienes by palladium-catalyzed trans-selective cross coupling of 1,1dibromo-1-alkenes with alkenylzinc reagents
    Zeng, XZ
    Qian, MX
    Hu, Q
    Negishi, E
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (17) : 2259 - 2263
  • [25] Palladium-Catalyzed Proaromatic C(Alkenyl)-H Olefination: Synthesis of Densely Functionalized 1,3-Dienes
    Wang, Yu-Chun
    Huang, Yen-Hsiang
    Tsai, Hung-Chang
    Basha, R. Sidick
    Chou, Chih-Ming
    ORGANIC LETTERS, 2020, 22 (17) : 6765 - 6770
  • [26] Palladium-Catalyzed Enantioselective Heteroannulation of 1,3-Dienes by Functionally Substituted Aryl Iodides
    Chen, Shu-Sen
    Meng, Jing
    Li, Yu-Hui
    Han, Zhi-Yong
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (19) : 9402 - 9408
  • [27] A novel stereoselective synthesis of symmetrical (1E,3E)-1,4-Diarylbuta-1,3-dienes
    Babudri, Francesco
    Farinola, Gianluca M.
    Naso, Francesco
    Ragni, Roberta
    Spina, Giulia
    SYNTHESIS-STUTTGART, 2007, (19): : 3088 - 3092
  • [28] Stereoselective Palladium-Catalyzed 1,3-Arylboration of Unconjugated Dienes for Expedient Synthesis of 1,3-Disubstituted Cyclohexanes
    Pang, Hailiang
    Wu, Dong
    Gong, Hengjiang
    Yin, Guoyin
    ACS CATALYSIS, 2019, 9 (09): : 8555 - 8560
  • [29] Synthesis of Dihydrophosphaisocoumarins through a Palladium-Catalyzed Oxidative Cyclization of Arylphosphonic Acid Monoethyl Esters with 1,3-Dienes
    Son, Jeong-Yu
    Kim, Hyunseok
    Jeon, Woo Hyung
    Baek, Yonghyeon
    Seo, Boram
    Um, Kyusik
    Lee, Kooyeon
    Lee, Phil Ho
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (18) : 3194 - 3206
  • [30] Diversity-oriented synthesis of fluoroalkylated amines via the palladium-catalyzed divergent fluoroalkylamination of 1,3-dienes
    Fu, Chen
    Zhang, Zhaosheng
    Li, Yuzhen
    Gao, Dongni
    Cui, Zi-Ning
    Li, Zhaodong
    CHEMICAL COMMUNICATIONS, 2022, 58 (37) : 5614 - 5617