Palladium-catalyzed insertion-cyclization reaction of 2,3-dienyl alcohols with aryl iodides in water: Synthesis of 1-arylvinyl-substituted epoxides

被引：0
|
作者：
Yoshida, M [1 ]
Ishii, T [1 ]
Gotou, T [1 ]
Ihara, M [1 ]
机构：
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Sendai, Miyagi 9808578, Japan
来源：
HETEROCYCLES | 2004年 / 64卷
关键词：
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A methodology for the synthesis of substituted epoxides in water has been described. The reactions of 2,3-dienyl alcohols with aryl iodides in the presence of palladium catalyst in water afford the 1-arylvinyl-substituted epoxides. It is clear that water-soluble ligand TPPDS is suitable for the reaction, and various epoxides are produced in moderate to good yields.
引用
收藏
页码：41 / 44
页数：4
相关论文
共 50 条
  • [1] Synthesis of 2-Imidazolines via Palladium-Catalyzed Cyclization Reaction of 2,3-Allenyl Amines and Aryl Iodides
    Liu, Yue
    Zhang, Cheng
    Liang, Xiaoxia
    Zeng, Xianzhong
    Lu, Rongmei
    Fang, Zixuan
    Wang, Shaoyu
    Liu, Yanjun
    Hu, Jinxing
    SYNTHESIS-STUTTGART, 2020, 52 (06): : 901 - 908
  • [2] Palladium-catalyzed carbonylative cyclization of unsaturated aryl iodides and dienyl triflates, iodides, and bromides to indanones and 2-cyclopentenones
    Larock, R.C. (larock@iastate.edu), 1600, American Chemical Society (125):
  • [3] Palladium-catalyzed carbonylative cyclization of unsaturated aryl iodides and dienyl triflates, iodides, and bromides to indanones and 2-cyclopentenones
    Gagnier, SV
    Larock, RC
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (16) : 4804 - 4807
  • [4] Palladium-Catalyzed Cyclization Reaction of Oxime Acetates and Aryl Iodides: Syntheses of 2-Imidazolines
    Hu, Jinxing
    Li, Zefei
    Zhang, Xian
    Han, Yufei
    Liu, Yue
    Zhao, Yanfang
    Liu, Yajing
    Gong, Ping
    ORGANIC LETTERS, 2018, 20 (07) : 2116 - 2119
  • [5] Synthesis of 3-Iminoindol-2-amines and Cyclic Enaminones via Palladium-Catalyzed Isocyanide Insertion-Cyclization
    Pan, Yuan-Yuan
    Wu, Ya-Nan
    Chen, Zhen-Zhen
    Hao, Wen-Juan
    Li, Guigen
    Tu, Shu-Jiang
    Jiang, Bo
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (11): : 5764 - 5770
  • [6] A Practical Synthesis of Chiral Oxazolines through a Highly Diastereoselective Coupling-Cyclization Reaction of N-(Buta-2,3-dienyl) amides and Aryl Iodides
    Wang, Nan
    Chen, Bo
    Ma, Shengming
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 3 (06) : 723 - 730
  • [7] Palladium-catalyzed cyclization of silyl-substituted bis(homo)propargylic alcohols to 2,3-dihydrofurans
    Schabbert, S
    Schaumann, E
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 1998, 1998 (09) : 1873 - 1878
  • [8] Synthesis of 2,3-Dihydrosiloles via Palladium-Catalyzed Heck-type Arylation of Silacyclopentenes with Aryl Iodides
    Huang, Wei-Sheng
    Ling, Fang-Ying
    Fang, Xiao-Jun
    Cui, Yu-Ming
    Ye, Fei
    Xu, Zheng
    Cao, Jian
    Yang, Hua
    Xu, Li-Wen
    SYNTHESIS-STUTTGART, 2023, 55 (10): : 1577 - 1585
  • [9] Stereoselective Oxindole Synthesis by Palladium-Catalyzed Cyclization Reaction of 2-(Alkynyl)aryl Isocyanates with Amides
    Miura, Tomoya
    Toyoshima, Takeharu
    Takahashi, Yusuke
    Murakami, Masahiro
    ORGANIC LETTERS, 2009, 11 (10) : 2141 - 2143
  • [10] Synthesis of 1,2,3,5-substituted pyrroles through palladium-catalyzed reaction of ethyl 2-acetyl-4-pentynoate tosylhydrazone with aryl iodides
    Arcadi, A
    Anacardio, R
    DAnniballe, G
    Gentile, M
    SYNLETT, 1997, (11) : 1315 - &
12345