TWO-STEP SYNTHESIS OF 3,4-ETHYLENEDIOXYTHIOPHENE (EDOT) FROM 2,3-BUTANEDIONE

被引：1
作者：
Hachiya, Iwao [1 ]
Yamamoto, Toshihiro [1 ]
Inagaki, Tatsuhiko [1 ]
Matsumoto, Tomohiro [1 ]
Takahashi, Atsushi [1 ,2 ]
Mizota, Isao [1 ]
Shimizu, Makoto [1 ]
机构：
[1] Mie Univ, Dept Chem Mat, Grad Sch Engn, Tsu, Mie 5148507, Japan
[2] Takemoto Oil & Fat Co Ltd, Gamagori, Aichi 4430036, Japan
来源：
HETEROCYCLES | 2014年 / 88卷 / 01期
关键词：
3,4-Ethylenedioxythiophene; 2,3-Dimethoxy-2,3-dimethyl-1,4-dioxane; Microwave Irradiation; 4+1] Addition Reaction; BUTANE-2,3-DIACETALS; DERIVATIVES; ROUTE;
D O I：
10.3987/COM-13-S(S)8
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
3,4-Ethylenedioxythiophene (EDOT) was synthesized from commercially available 2,3-butanedione in only a two-step procedure including ketalization and thiophene formation.
引用
收藏
页码：607 / 612
页数：6
相关论文
共 13 条
  • [1] Efficient synthesis of 3,4-ethylenedioxythiophenes (EDOT) by Mitsunobu reaction
    Caras-Quintero, D
    Bäuerle, P
    [J]. CHEMICAL COMMUNICATIONS, 2002, (22) : 2690 - 2691
  • [2] Systematic study on chemical oxidative and solid-state polymerization of poly(3,4-ethylenedithiathiophene)
    Chen, Shuai
    Lu, Baoyang
    Duan, Xuemin
    Xu, Jingkun
    [J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (10) : 1967 - 1978
  • [3] 3,4-Ethylenedioxythiophene and 3,4-Ethylenedioxyselenophene: Synthesis and Reactivity of Cα-Si Bond
    Das, Soumyajit
    Dutta, Pradip Kumar
    Panda, Snigdha
    Zade, Sanjio S.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (14) : 4868 - 4871
  • [4] Groenendaal BL, 2000, ADV MATER, V12, P481, DOI 10.1002/(SICI)1521-4095(200004)12:7<481::AID-ADMA481>3.0.CO
  • [5] 2-C
  • [6] SYNTHESIS OF 3,4-ETHYLENEDIOXYTHIOPHENE (EDOT) FROM (Z)-BUT-2-ENE-1,4-DIOL OR BUT-2-YNE-1,4-DIOL
    Hachiya, Iwao
    Matsumoto, Tomohiro
    Inagaki, Tatsuhiko
    Takahashi, Atsushi
    Shimizu, Makoto
    [J]. HETEROCYCLES, 2010, 82 (01) : 449 - 460
  • [7] A facile [4+1] type synthetic route to thiophenes from dienol silyl ethers and elemental sulfur
    Kasano, Y
    Okada, A
    Hiratsuka, D
    Oderaotoshi, Y
    Minakata, S
    Komatsu, M
    [J]. TETRAHEDRON, 2006, 62 (04) : 537 - 542
  • [8] Preparation of enantiopure butane-2,3-diacetals of glycolic acid and alkylation reactions leading to α-hydroxyacid and amide derivatives
    Ley, SV
    Diez, E
    Dixon, DJ
    Guy, RT
    Michel, P
    Nattrass, GL
    Sheppard, TD
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (24) : 3608 - 3617
  • [9] 1,2-diacetals: A new opportunity for organic synthesis
    Ley, SV
    Baeschlin, DK
    Dixon, DJ
    Foster, AC
    Ince, SJ
    Priepke, HWM
    Reynolds, DJ
    [J]. CHEMICAL REVIEWS, 2001, 101 (01) : 53 - 80
  • [10] Diastereoselective diallylation of various butane-2,3-diacetals by allylsilane
    Mariet, N
    Ibrahim-Ouali, M
    Santelli, M
    [J]. TETRAHEDRON LETTERS, 2003, 44 (28) : 5315 - 5317
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