SYNTHESIS OF 3,4-ETHYLENEDIOXYTHIOPHENE (EDOT) FROM (Z)-BUT-2-ENE-1,4-DIOL OR BUT-2-YNE-1,4-DIOL

被引：4

作者：

Hachiya, Iwao ^{[1
]}

Matsumoto, Tomohiro ^{[1
]}

Inagaki, Tatsuhiko ^{[1
]}

Takahashi, Atsushi ^{[1
,2
]}

Shimizu, Makoto ^{[1
]}

机构：

[1] Mie Univ, Dept Chem Mat, Grad Sch Engn, Tsu, Mie 5148507, Japan

[2] Takemoto Oil & Fat Co Ltd, Aichi 4430036, Japan

来源：

HETEROCYCLES | 2010年 / 82卷 / 01期

关键词：

3,4-Ethylenedioxythiophene (EDOT); Ring-Closing Reaction; Tetrahydrothiophen; Dehydrogenation; DDQ; DERIVATIVES;

D O I：

10.3987/COM-10-S(E)16

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 (Z)-but-2-ene-1,4-diol or but-2-yne-1,4-diol using epoxidation, etherification, and thiophene formation.

引用

页码：449 / 460

页数：12

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] Electronic effects on the regio- and enantioselectivity of the asymmetric aminohydroxylation of O-substituted 4-hydroxy-2-butenoates
Chuang, CY
Vassar, VC
Ma, ZP
Geney, R
Ojima, I
[J]. CHIRALITY, 2002, 14 (2-3) : 151 - 162
[3] General synthesis and biological evaluation of α-1-C-substituted derivatives of fagomine (2-deoxynojirimycin-α-C-glycosides)
Goujon, JY
Gueyrard, D
Compain, P
Martin, OR
Ikeda, K
Kato, A
Asano, N
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (06) : 2313 - 2324
[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 stereodefined polysubstituted olefins. 1. Sequential intermolecular reactions involving selective, stepwise insertion of Pd(0) into allylic and vinylic halide bonds. The stereoselective synthesis of disubstituted olefins
Organ, MG
Cooper, JT
Rogers, LR
Soleymanzadeh, F
Paul, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (23) : 7959 - 7970
[7] ELECTROCHROMIC AND HIGHLY STABLE POLY(3,4-ETHYLENEDIOXYTHIOPHENE) SWITCHES BETWEEN OPAQUE BLUE-BLACK AND TRANSPARENT SKY BLUE
PEI, QB
ZUCCARELLO, G
AHLSKOG, M
INGANAS, O
[J]. POLYMER, 1994, 35 (07) : 1347 - 1351
[8] Lewis acid-catalyzed regiospecific opening of vinyl epoxides by alcohols
Prestat, G
Baylon, C
Heck, MP
Mioskowski, C
[J]. TETRAHEDRON LETTERS, 2000, 41 (20) : 3829 - 3831
[9] Synthesis and electropolymerization of a perylenebisimide-functionalized 3,4-ethylenedioxythiophene (EDOT) derivative
Segura, JL
Gómez, R
Reinold, E
Bauerle, P
[J]. ORGANIC LETTERS, 2005, 7 (12) : 2345 - 2348
[10] Synthesis of chiloscyphones and the biological activities of their synthetic intermediates against methicillin-resistant Staphylococcus aureus (MRSA)
Shiina, Junichi
Obata, Rika
Tomoda, Hiroshi
Nishiyama, Shigeru
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (10) : 2362 - 2370

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