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
  • [31] Efficient synthesis of 2,3-dihydro-1H-pyrazoles via a highly selective Pd(0)-catalyzed coupling-cyclization reaction of terminal 2-substituted 2,3-allenyl hydrazines with aryl iodides
    Cheng, Xin
    Ma, Shengming
    CHEMICAL COMMUNICATIONS, 2009, (28) : 4263 - 4265
  • [32] Highly regioselective synthesis of substituted tetrahydroquinolines by palladium-catalyzed cyclization of substituted 2-amidophenylmalonates with 1,4-diacetoxybut-2-ene
    Yoshida, Masahiro
    Maeyama, Yohei
    Shishido, Kozo
    TETRAHEDRON LETTERS, 2010, 51 (46) : 6008 - 6010
  • [33] Synthesis of 3,3-Disubstituted Oxindoles by Palladium-Catalyzed Tandem Reaction of 2-(Alkynyl)aryl Isocyanates with Benzylic Alcohols
    Toyoshima, Takeharu
    Mikano, Yusuke
    Miura, Tomoya
    Murakami, Masahiro
    ORGANIC LETTERS, 2010, 12 (20) : 4584 - 4587
  • [34] Synthesis of novel 5,6-substituted furo[2,3-d]pyrimidines via Pd-catalyzed cyclization of alkynylpyrimidinols with aryl iodides
    Liu, Zhende
    Li, Dewen
    Li, Shukun
    Bai, Donglu
    He, Xuchang
    Hu, Youhong
    TETRAHEDRON, 2007, 63 (09) : 1931 - 1936
  • [35] Synthesis of 1-Substituted 2-(Trifluoromethyl)indoles via a Palladium-Catalyzed Double Amination Reaction
    Dong, Shu-Xiang
    Zhang, Xing-Guo
    Liu, Qiong
    Tang, Ri-Yuan
    Zhong, Ping
    Li, Jin-Heng
    SYNTHESIS-STUTTGART, 2010, (09): : 1521 - 1525
  • [36] Highly regioselective synthesis of 2,3-disubstituted indenes via a novel palladium-catalyzed cyclization reaction of propargylic carbonates with carbon nucleophiles
    Duan, Xin-Hua
    Guo, Li-Na
    Bi, Hai-Peng
    Liu, Xue-Yuan
    Liang, Yong-Min
    ORGANIC LETTERS, 2006, 8 (25) : 5777 - 5780
  • [37] Palladium-catalyzed synthesis of 1,2,3,4-tetraalkyl-1,4-diarylbutadienes by cross-coupling of zirconacyclopentadienes with aryl iodides
    Hui Wang
    Jun-Qiu Li
    Li-Shan Zhou
    Jun Liu
    Juan Li
    Hong-Mei Qu
    Chinese Chemical Letters, 2015, 26 (10) : 1303 - 1306
  • [38] Palladium-catalyzed synthesis of 1,2,3,4-tetraalkyl-1,4-diarylbutadienes by cross-coupling of zirconacyclopentadienes with aryl iodides
    Wang, Hui
    Li, Jun-Qiu
    Zhou, Li-Shan
    Liu, Jun
    Li, Juan
    Qu, Hong-Mei
    CHINESE CHEMICAL LETTERS, 2015, 26 (10) : 1303 - 1306
  • [39] Synthesis of tetraarylallenes via palladium-catalyzed addition-elimination reactions of 1,1,3-triaryl-2-propyn-1-ols with aryl iodides
    Wei, LM
    Wei, LL
    Pan, WB
    Wu, MJ
    SYNLETT, 2005, (14) : 2219 - 2223
  • [40] Palladium-catalyzed ring expansion reaction of (Z)-1-(1,3-butadienyl)cyclobutanois with aryl iodides.: Stereospecific synthesis of (Z)-2-(3-Aryl-1-propenyl)cyclopentanones
    Yoshida, M
    Sugimoto, K
    Hara, M
    ORGANIC LETTERS, 2004, 6 (12) : 1979 - 1982
12345