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
  • [41] Palladium-catalyzed coupling reaction of terminal alkynes with aryl iodides in the presence of indium tribromide and its application to a one-pot synthesis of 2-phenylindole
    Sakai, N
    Annaka, K
    Konakahara, T
    ORGANIC LETTERS, 2004, 6 (10) : 1527 - 1530
  • [42] SYNTHESIS OF DIHYDROBENZO [1,4] OXAZINES BY PALLADIUM-CATALYZED CYCLIZATION OF N-SUBSTITUTED 2-AMINOPHENOLS WITH PROPARGYLIC CARBONATES
    Yoshida, Masahiro
    Mori, Shunya
    Matsumoto, Kenji
    Hirokane, Tsukasa
    HETEROCYCLES, 2020, 101 (02) : 435 - 443
  • [43] Palladium-Catalyzed [2+2+1] Annulation of Alkyne-Tethered Aryl Iodides with Diaziridinone: Synthesis of 3,4-Fused Tricyclic Indoles
    Zhang, Lei
    Chen, Junyu
    Zhong, Tianshuo
    Zheng, Xiangyun
    Zhou, Jian
    Jiang, Xinpeng
    Yu, Chuanming
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (16): : 10823 - 10834
  • [44] A NEW PALLADIUM-CATALYZED SYNTHESIS OF 3-SUBSTITUTED 2-ARYLIDEN-2,3-DIHYDRO-1H-INDEN-1-ONES
    BROCATO, E
    CASTAGNOLI, C
    CATELLANI, M
    CHIUSOLI, GP
    TETRAHEDRON LETTERS, 1992, 33 (48) : 7433 - 7436
  • [45] Efficient synthesis of 2,3-dihydrofurans via the highly selective Pd(0)catalyzed coupling-cyclization reaction of 3,4-allenols with aryl iodides
    Ma, SM
    Gao, WH
    SYNLETT, 2002, (01) : 65 - 68
  • [46] Regioselective synthesis of 4-substituted-1-aryl-1-butanones using a sonogashira-hydration strategy: Copper-free palladium-catalyzed reaction of terminal alkynes with aryl bromides
    Pal, M
    Parasuraman, K
    Gupta, S
    Yeleswarapu, KR
    SYNLETT, 2002, (12) : 1976 - 1982
  • [47] PALLADIUM-CATALYZED REACTION BETWEEN ARYL OR ALKENYL HALIDES AND (1-CARBALKOXY-1-ALKENYL)ZINC IODIDES - A NEW CLASS OF UNMASKED BETA-SUBSTITUTED ACRYLATE ALPHA-ANION EQUIVALENTS
    ROSSI, R
    CARPITA, A
    BELLINA, F
    COSSI, P
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 451 (1-2) : 33 - 43
  • [48] Palladium(0)-catalyzed cyclization reaction of polymer-supported aryl iodides with 1,2-allenyl carboxylic acids. A facile solid-phase synthesis of butenolides
    Ma, SM
    Duan, DH
    Shi, ZJ
    ORGANIC LETTERS, 2000, 2 (10) : 1419 - 1422
  • [49] Synthesis of 2-(diarylmethylene)-3-benzofuranones promoted via palladium-catalyzed reactions of aryl iodides with 3-aryl-1-(2-tert-butyldimethylsilyloxy)phenyl-2-propyn-1-ones
    Lin, CF
    Lu, WD
    Wang, IW
    Wu, MJ
    SYNLETT, 2003, (13) : 2057 - 2061
  • [50] Palladium-Catalyzed Synthesis of 2,3-Disubstituted 5-Azaindoles via Heteroannulation Reaction and of 2-Substituted 5-Azaindoles through Domino Sila-Sonogashira/5-Endo Cyclization
    Livecchi, Marion
    Calvet, Geraldine
    Schmidt, Frederic
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (11): : 5006 - 5016
12345