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1

Duc, Dau Xuan. "Recent Progress in the Synthesis of Benzo[b]thiophene." Current Organic Chemistry 24, no. 19 (2020): 2256–71. http://dx.doi.org/10.2174/1385272824999200820151545.

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: Benzo[b]thiophenes are aromatic heterocyclic compounds containing benzene and thiophene rings. This class of heterocycles is present in a large number of natural and non-natural compounds. Benzo[b]thiophene derivatives have a broad range of applications in medicinal chemistry such as antimicrobial, anticancer, antioxidant, anti-HIV and antiinflammatory activities. The use of benzo[b]thiophene derivatives in other fields has also been reported. Various benzo[b]thiophenes compounds have been employed as organic photoelectric materials, while several benzo[b]thiophenes have been used as organic
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2

Zhou, Yue, Jie Hao, and Dongbing Zhao. "Divergent synthesis of 3-substituted thieno[3,4-b]thiophene derivatives via hydroxy-based transformations." Materials Chemistry Frontiers 3, no. 7 (2019): 1422–26. http://dx.doi.org/10.1039/c9qm00128j.

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Modular assembly of 3-substituted thieno[3,4-b]thiophenes: we have developed the first Pd-catalytic method to access 3-hydroxythieno[3,4-b]thiophene-2-carboxylate, which can be widely utilized for modular assembly of structurally diverse 3-substituted thieno[3,4-b]thiophene derivatives.
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3

Irgashev, Roman A., Nadezhda S. Demina, and Gennady L. Rusinov. "Construction of 2,3-disubstituted benzo[b]thieno[2,3-d]thiophenes and benzo[4,5]selenopheno[3,2-b]thiophenes using the Fiesselmann thiophene synthesis." Organic & Biomolecular Chemistry 18, no. 16 (2020): 3164–68. http://dx.doi.org/10.1039/d0ob00300j.

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4

Peter, Rudolf, Vlastimil Matějec, and Miroslav Zdražil. "The effect of Co in hydrodesulphurization of 2,3-dihydrobenzo[b]thiophene on Co-Mo catalyst." Collection of Czechoslovak Chemical Communications 51, no. 6 (1986): 1195–205. http://dx.doi.org/10.1135/cccc19861195.

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Hydrodesulphurization of benzo[b]thiophene and 2,3-dihydrobenzo[b]thiophene on Mo/alumina and Co-Mo/alumina catalysts has been studied in a flow reactor at atmospheric pressure and temperature 543 K. The amount of dihydrobenzo[b]thiophene formed in hydrodesulphurization of benzo[b]thiophene and the amount of benzo[b]thiophene formed in hydrodesulphurization of dihydrobenzo[b]thiophene were much lower on Co-Mo catalyst then on Mo catalyst. The equilibrium constant of the hydrogenation of benzo[b]thiophene to dihydrobenzo[b]thiophene at 543 K was determined. This partial equilibrium was attained
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5

Hanquet, Bernard, Michel Farnier, Roger Guilard, Claude Lecomte, and Yves Dusausoy. "Réarrangement de thiophénobishomotropones en naphto[1,8-bc]thiophène et benzo[2,3-b]thiophène; études spectroscopique et mécanistique." Canadian Journal of Chemistry 63, no. 8 (1985): 2089–99. http://dx.doi.org/10.1139/v85-345.

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A non classical rearrangement is observed when thiopheno[c] and [b]bishomotropones react with ethanedithiol, leading to a naphtho[1,8-bc]thiophene and (or) a benzo[b]thiophene. The structure of the products is supported by deuterium labelling, 1H nmr spectra, and X-ray analysis of 5,6-diphenyl naphtho[1,8-bc]thiophene. A mechanism is proposed which implies an electronic transfer between a "soft" nucleophile and a "hard" acid, in the key step.
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6

Nguyen, Hien, Ngan Nguyen Bich, Tung T. Dang, and Luc Van Meervelt. "Stacking patterns of thieno[3,2-b]thiophenes functionalized by sequential palladium-catalyzed Suzuki and Heck cross-coupling reactions." Acta Crystallographica Section C Structural Chemistry 70, no. 9 (2014): 895–99. http://dx.doi.org/10.1107/s2053229614018683.

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The crystal structures of three 5-alkenyl-2-arylthieno[3,2-b]thiophenes, namely 3,6-dibromo-5-(4-tert-butylstyryl)-2-(naphthalen-1-yl)thieno[3,2-b]thiophene, C28H22Br2S2, (I), 3,6-dibromo-5-(4-methylstyryl)-2-(naphthalen-1-yl)thieno[3,2-b]thiophene, C25H16Br2S2, (II), and 3,6-dibromo-2-(4-tert-butylphenyl)-5-(4-methylstyryl)thieno[3,2-b]thiophene, C25H22Br2S2, (III), have been determined in order to evaluate the geometry of the molecules. The π-conjugated system containing the thieno[3,2-b]thiophene skeleton, the ethylene bridge and the phenyl rings is almost planar. The aromatic ring directly
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7

Irgashev, Roman A., Nadezhda S. Demina, Polina E. Bayankina, Nikita A. Kazin, and Gennady L. Rusinov. "An Effective Route to Dithieno[3,2-b:2′,3′-d]thiophene-Based Hexaheteroacenes." Synlett 32, no. 10 (2021): 1009–13. http://dx.doi.org/10.1055/a-1398-7237.

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AbstractA series of 12H-[1]benzo[4′′,5′′]thieno[2′′,3′′:4′,5′]thieno[2′,3′:4,5]thieno[3,2-b]indoles were efficiently prepared in three steps starting from available benzo[b]thieno[2,3-d]thiophen-3(2H)-ones. These fused ketones were treated with the Vilsmeier reagent and hydroxylamine hydrochloride to give the corresponding 3-chlorobenzo[b]thieno[2,3-d]thiophene-2-carbonitriles, which then reacted with methyl sulfanylacetate to form methyl 3-aminobenzo[4′,5′]thieno[2′,3′:4,5]thieno[3,2-b]thiophene-2-carboxylates, in accordance with the Fiesselmann thiophene synthesis protocol. Finally, the desi
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8

Demina, Nadezhda S., Nikita A. Kazin, Nikolay A. Rasputin, Roman A. Irgashev, and Gennady L. Rusinov. "Synthesis of aryl-substituted thieno[3,2-b]thiophene derivatives and their use for N,S-heterotetracene construction." Beilstein Journal of Organic Chemistry 15 (November 12, 2019): 2678–83. http://dx.doi.org/10.3762/bjoc.15.261.

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Fiesselmann thiophene synthesis was applied for the convenient construction of thieno[3,2-b]thiophene derivatives. Thus, new 5- or 6-aryl-3-hydroxythieno[3,2-b]thiophene-2-carboxylates were obtained by condensation of 5- or 4-aryl-3-chlorothiophene-2-carboxylates, respectively, with methyl thioglycolate in the presence of potassium tert-butoxide. The saponification of the resulting esters, with decarboxylation of the intermediating acids, gave the corresponding thieno[3,2-b]thiophen-3(2H)-ones. The latter ketones were used to synthesize new N,S-heterotetracenes, namely 9H-thieno[2',3':4,5]thie
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9

Salbeck, Josef, and Erhard Günther. "Elektrochemische und spektroelektrochemische Untersuchungen neuer S-heterochinoider Elektronenakzeptoren, N-Cyanimin-substituierte Thieno[3,2-b]thiophen-2,5-dione / Electrochemical and Spectroelectrochemical Investigations of New S-Heteroquinoid Electron Acceptors, N-Cyanimine Substituted Thieno[3,2-b]thiophene-2,5-diones." Zeitschrift für Naturforschung B 46, no. 3 (1991): 353–60. http://dx.doi.org/10.1515/znb-1991-0315.

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10

Clark, Peter D., Nicholas M. Irvine, and Pratibha Sarkar. "The synthesis of 3H-naphthol[1,8-bc]thiophene derivatives." Canadian Journal of Chemistry 69, no. 6 (1991): 1011–16. http://dx.doi.org/10.1139/v91-148.

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Methods for the synthesis of keto derivatives of the little studied naphtho[1,8-bc]thiophene system have been developed. Using the readily available benzothiophene derivative 6,7-dihydrobenzo[b]thiophen-4(5H)-one 4, a 3-keto-naphtho[1,8-bc]thiophene 14 was synthesized by a tin(IV) chloride catalyzed cyclization of the acid chloride derivative of the saturated acid 13b. The bicyclic ketone 4 was also used to prepare the keto-sulfoxide 7, which was cyclized to the 4-keto-naphtho[1,8-bc]thiophene system 9 in a Pummerer-type rearrangement. Key words: synthesis, organosulfur, naphtho[1,8-bc]thiophe
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11

Chen, Lie, Feiyan Wu, Zhiqiang Deng, et al. "High charge mobility polymers based on a new di(thiophen-2-yl)thieno[3,2-b]thiophene for transistors and solar cells." Polymer Chemistry 6, no. 44 (2015): 7684–92. http://dx.doi.org/10.1039/c5py01208b.

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12

Ilhan, Koray T., Sebahat Topal, Mehmet S. Eroglu, and Turan Ozturk. "Concise synthesis of 3-alkylthieno[3,2-b]thiophenes; building blocks for organic electronic and optoelectronic materials." RSC Advances 9, no. 66 (2019): 38407–13. http://dx.doi.org/10.1039/c9ra08023f.

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Four step synthesis of 3-alkylthieno[3,2-b]thiophenes in the literature was reduced to two steps in good yields, through the preparation of the mono ketone, i.e. 1-(thiophene-3-ylthio)alkan-2-one, from 3-bromothiophene and ring formation reaction.
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13

Bianchini, Claudio, and Andrea Meli. "Thiophene, Benzo[b]thiophene and Dibenzo[b,d]thiophene as Precursors to Highly Conjugated Organosulfur Compounds." Synlett 1997, no. 6 (1997): 643–49. http://dx.doi.org/10.1055/s-1997-3237.

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14

Wang, Dai Fu, Hui Gao, Xiao Hong Tan, et al. "Facile Synthesis and Crystal Structure of N-(3-Cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-2,2,2-trifluoroacetamide." Advanced Materials Research 887-888 (February 2014): 661–64. http://dx.doi.org/10.4028/www.scientific.net/amr.887-888.661.

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N-(3-Cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-2,2,2-trifluoroacetamide was synthesized by the acylation reaction of trifluoroacetic anhydride with 2-amino-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carbonitrile, which was prepared via microwave-assisted Gewald reaction with K2CO3 as a heterogeneous solid base catalyst. This protocol presented such advantages as short reaction time, high yield, easy work-up and environmentally benign procedures. The structure of the title compound was confirmed by IR, 1H NMR, MS, elemental analysis and X-ray single-crystal diffraction method. X-Ray diffractio
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15

Jackson, P. Mark, Christopher J. Moody, and Pritom Shah. "Pyrano[3,4-b]thiophen-5-ones, stable thiophene-2,3-quinodimethaneequivalents." Tetrahedron Letters 29, no. 45 (1988): 5817–20. http://dx.doi.org/10.1016/s0040-4039(00)82201-7.

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16

Lahsasni, Siham, Dunya A. M. Al-Hemyari, Hazem A. Ghabbour, et al. "Synthesis, Characterization, and Antibacterial and Anti-Inflammatory Activities of New Pyrimidine and Thiophene Derivatives." Journal of Chemistry 2018 (August 1, 2018): 1–11. http://dx.doi.org/10.1155/2018/8536063.

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Substituted[4,5]thieno[2,3-d]thiazolo[3,2-a]pyrimidin-5-one (3a–b) and pyrimidin-5(6H)-imine (3c–e) were synthesized via reaction of the starting compounds, ethyl 2-amino-substituted[b]thiophene-3-carboxylate (2a–c) and 2-amino-substituted [b]thiophene-3-carbonitrile (2d–f), respectively, with 2-bromothiazole. Synthesis of (bromo-substituted[b]thiophen-2-yl)alkanamide derivatives (4a–e) and thieno[2,3-d][1,3]oxazin-4-imine derivative (5) was accomplished via reaction of the starting compounds with bromoalkyl chloride through nucleophilic substitution; however, for the synthesis of compound 5,
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17

Shaik, Baji, Mujeeb Khan, Mohammed Rafi Shaik, Mohammed A. F. Sharaf, Doumbia Sekou та Sang-Gyeong Lee. "A-π-D-π-A-Based Small Molecules for OTFTs Containing Diketopyrrolopyrrole as Acceptor Units". Micromachines 12, № 7 (2021): 817. http://dx.doi.org/10.3390/mi12070817.

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A-π-D-π-A-based small molecules 6,6′-((thiophene-2,5-diylbis(ethyne-2,1-diyl))bis(thiophene-5,2-diyl))bis(2,5-bis(2-ethylhexyl)-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione) (TDPP-T) and 6,6′-(((2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-diyl)bis(ethyne-2,1-diyl))bis(thiophene-5,2-diyl))bis(2,5-bis(2-ethylhexyl)-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione) (TDPP-EDOT) have been designed and synthesized. The diketopyrrolopyrrole acts as an electron acceptor, while the thiophene or 3,4-ethylenedioxythiophene acts as an electron donor. The donor–acceptor groups are
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18

Tang, Ming L., Anna D. Reichardt, Theo Siegrist, Stefan C. B. Mannsfeld, and Zhenan Bao. "Trialkylsilylethynyl-Functionalized Tetraceno[2,3-b]thiophene and Anthra[2,3-b]thiophene Organic Transistors." Chemistry of Materials 20, no. 14 (2008): 4669–76. http://dx.doi.org/10.1021/cm800644y.

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19

Ohta, Akihiro, (the late) Yasuo Akita, Teruya Ohkuwa, et al. "Palladium-catalyze Arylation of Furan, Thiophene, Benzo[b]furan and Benzo[b]thiophene." HETEROCYCLES 31, no. 11 (1990): 1951. http://dx.doi.org/10.3987/com-90-5467.

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20

Kumar, Subodh, Peter A. Reuben, and Atul Kumar. "SYNTHESIS OF DIHYDRODIOLS OF PHENANTHRO[3,4-b]THIOPHENE AND PHENANTHRO[4,3-b]THIOPHENE." Polycyclic Aromatic Compounds 24, no. 4-5 (2004): 289–97. http://dx.doi.org/10.1080/10406630490468405.

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21

BIANCHINI, C., and A. MELI. "ChemInform Abstract: Thiophene, Benzo(b)thiophene and Dibenzo(b,d)thiophene as Precursors to Highly Conjugated Organosulfur Compounds." ChemInform 28, no. 45 (2010): no. http://dx.doi.org/10.1002/chin.199745308.

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22

Lahiri, Sikha, and P. K. Sen. "ChemInform Abstract: Cyclohepta[b]thiophene Derivatives. Part 4. Dehydrogenation of Cyclohepta[b]thiophene and Cyclohepta[c]thiophene Derivatives." ChemInform 31, no. 19 (2010): no. http://dx.doi.org/10.1002/chin.200019053.

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23

Wojciechowski, Krzysztof, and Michał Nowacki. "Synthesis of [1]Benzothieno[2,3-b]quinolines via Transition-Metal-Free [3+3] Annulation of Nitroarenes and Benzo[b]thiophen-3-ylacetonitrile or 3-(Phenylsulfonylmethyl)benzo[b]thiophene Carbanions." Synthesis 49, no. 16 (2017): 3794–800. http://dx.doi.org/10.1055/s-0036-1588426.

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Benzo[b]thiophen-3-ylacetonitriles or 3-(phenylsulfonylmethyl)benzo[b]thiophenes react with nitrobenzene derivatives in the presence of potassium tert-butoxide and chlorotrimethylsilane to form, in good yields, 11-cyano- or 11-(phenylsulfonyl)[1]benzothieno[2,3-b]quinolines, respectively.
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24

Miao, Kai, Mao Liang, Zhihui Wang, Chunyao Zhang, Zhe Sun, and Song Xue. "Organic sensitizers featuring thiophene derivative based donors with improved stability and photovoltaic performance." Physical Chemistry Chemical Physics 19, no. 3 (2017): 1927–36. http://dx.doi.org/10.1039/c6cp07335b.

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Thiophene derivatives, including thieno[3,2-b][1]benzothiophene (TBT), benzo[b]thiophene (BT), 2-phenylthieno[3,2-b]thiophene (PTT) and 2-phenylthiophene (PT), have been introduced as donor for construction triarylamine organic dyes.
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25

Ranjith, S., A. SubbiahPandi, V. Dhayalan, and A. K. MohanaKrishnan. "5-Methylphenanthro[2,3-b]thiophene." Acta Crystallographica Section E Structure Reports Online 67, no. 5 (2011): o1243. http://dx.doi.org/10.1107/s1600536811014838.

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26

Mancuso, Raffaella, and Bartolo Gabriele. "Benzo[b]thiophene-2-carbaldehyde." Molbank 2014, no. 2 (2014): M823. http://dx.doi.org/10.3390/m823.

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27

Kumar, Subodh, Srinivasan Saravanan, Peter Reuben, and Atul Kumar. "Synthesis oftrans-dihydrodiol derivatives of phenanthro[3,4-b]-thiophene and phenanthro[4,3-b]thiophene." Journal of Heterocyclic Chemistry 42, no. 7 (2005): 1345–55. http://dx.doi.org/10.1002/jhet.5570420714.

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28

Lee-Ruff, E., and Y. S. Chung. "Synthesis of fluorantheno[1,2-b]thiophene and fluorantheno[3,2-b]thiophene, isosteres of benzofluoranthenes." Journal of Heterocyclic Chemistry 27, no. 4 (1990): 899–902. http://dx.doi.org/10.1002/jhet.5570270415.

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29

Lee, Byoungchul, Mustafa S. Yavuz, and Gregory A. Sotzing. "Poly(thieno[3,4-b]thiophene)s from Three Symmetrical Thieno[3,4-b]thiophene Dimers." Macromolecules 39, no. 9 (2006): 3118–24. http://dx.doi.org/10.1021/ma0526746.

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30

Cheung, Eugene Y., Lewis D. Pennington, Michael D. Bartberger, and Richard J. Staples. "2,2′-Bi[benzo[b]thiophene]: an unexpected isolation of the benzo[b]thiophene dimer." Acta Crystallographica Section C Structural Chemistry 70, no. 6 (2014): 547–49. http://dx.doi.org/10.1107/s2053229614009401.

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The crystal structure of 2,2′-bi[benzo[b]thiophene], C16H10S2, at 173 K has triclinic (P\overline{1}) symmetry. It is of interest with respect to its apparent mode of synthesis, as it is a by-product of a Stille cross-coupling reaction in which it was not explictly detected by spectroscopic methods. It was upon crystal structure analysis of a specimen isolated from the mother liquor that this reaction was determined to give rise to the title compound, which is a dimer arising from the starting material. Two independent half-molecules of this dimer comprise the asymmetric unit, and the full mol
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31

Hwang, Mi-Lim, Ji-Cheng Li, Eun-Ok Seo, Soo-Hyoung Lee, and Youn-Sik Lee. "Synthesis and Characterization of Phenylene-Thiophene-Thieno[3,4-b]pyrazine Oligomer." Korean Chemical Engineering Research 49, no. 1 (2011): 95–100. http://dx.doi.org/10.9713/kcer.2011.49.1.095.

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32

Nakano, Masahiro, Kyohei Nakano, Kazuo Takimiya, and Keisuke Tajima. "Two isomeric perylenothiophene diimides: physicochemical properties and applications in organic semiconducting devices." Journal of Materials Chemistry C 7, no. 8 (2019): 2267–75. http://dx.doi.org/10.1039/c8tc05577g.

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Two thiophene-fused perylene-3,4,9,10-tetracarboxy diimides, peryleno[2,1-b]thiophene diimide (PTIa) and peryleno[1,2-b]thiophene diimide (PTIb), were synthesized as electron-deficient building units for electronic and optoelectronic materials.
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33

Casey, Abby, Yang Han, Mark F. Wyatt, Thomas D. Anthopoulos, and Martin Heeney. "Novel soluble thieno[3,2-b]thiophene fused porphyrazine." RSC Advances 5, no. 110 (2015): 90645–50. http://dx.doi.org/10.1039/c5ra17859b.

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34

Brandsma, L., and D. Schuijl-Laros. "Rearrangement of 2- and 3-(propargylthio)thiophene into 2-methylthieno[2,3-b]thiophene and 2-methyl-thieno[3,2-b]thiophene." Recueil des Travaux Chimiques des Pays-Bas 89, no. 1 (2010): 110–13. http://dx.doi.org/10.1002/recl.19700890115.

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35

El Amoudi El Faghi, M. S., P. Geneste, J. L. Olivé, A. Dubourg, J. Rambaud, and J. P. Declercq. "Structures of benzo[b]thiophene 1,1-dioxide (a redetermination) and of 2,3-dimethylbenzo[b]thiophene 1,1-dioxide and 2-bromobenzo[b]thiophene 1,1-dioxide." Acta Crystallographica Section C Crystal Structure Communications 43, no. 12 (1987): 2421–24. http://dx.doi.org/10.1107/s0108270187087559.

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36

El-Borai, Mohamed A., and Hala F. Rizk. "Vicinal Benzo[b]thiophene-5,6-dicarboxaldehyde in Heterocyclic Synthesis: A Reagent for Fluorescence Determination of Amino Acids." Journal of Chemical Research 2009, no. 5 (2009): 326–28. http://dx.doi.org/10.3184/030823409x450516.

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Benzo[ b]thiophene-5,6-dicarboxaldehyde reacts with dibenzyl ketone, thiodiacetic acid dimethyl ester, hydrazine, p-toluidine, p-aminoacetophenone and nitromethane to give the corresponding seven, six and five-membered rings condensed to benzo[ b]thiophene. Reaction of benzo[ b]thiophene-5,6-dicarboxaldehyde with p-toluidine in the presence of 2-mercaptoethanol gives highly fluorescent compounds. Also, benzo[ b]thiophene-5,6-dicarboxaldehyde was applied to fluorogenic reaction with some amino acids and the obtained data were compared with the reported data in the case of o-phthaldehyde. The sy
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37

Ghorab, Mostafa M., Mansour S. Alsaid, Mohammed S. Al-Dosari, Fatma A. Ragab, Abdullah A. Al-Mishari, and Abdulaziz N. Almoqbil. "Novel quinolines carrying pyridine, thienopyridine, isoquinoline, thiazolidine, thiazole and thiophene moieties as potential anticancer agents." Acta Pharmaceutica 66, no. 2 (2016): 155–71. http://dx.doi.org/10.1515/acph-2016-0016.

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Abstract As a part of ongoing studies in developing new anticancer agents, novel 1,2-dihydropyridine 4, thienopyridine 5, isoquinolines 6–20, acrylamide 21, thiazolidine 22, thiazoles 23–29 and thiophenes 33–35 bearing a biologically active quinoline nucleus were synthesized. The structure of newly synthesized compounds was confirmed on the basis of elemental analyses and spectral data. All the newly synthesized compounds were evaluated for their cytotoxic activity against the breast cancer cell line MCF7. 2,3-Dihydrothiazole-5-carboxamides 27, 25, 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxa
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38

Mohanakrishnan, Arasambattu K., J. Arul Clement, P. Amaladass, and V. S. Thirunavukkarasu. "Synthesis of 1,3-disubstituted benzo[c]thiophene analogs containing benzo[b]thiophene/benzo[b]pyrrole." Tetrahedron Letters 48, no. 49 (2007): 8715–20. http://dx.doi.org/10.1016/j.tetlet.2007.10.018.

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39

OHTA, A., Y. AKITA, T. OHKUWA, et al. "ChemInform Abstract: Palladium-Catalyzed Arylation of Furan, Thiophene, Benzo(b)furan, and Benzo(b)thiophene." ChemInform 22, no. 14 (2010): no. http://dx.doi.org/10.1002/chin.199114101.

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Wardakhan, Wagnat Wahba, El-Sayed Nahed Nasser Eid, and Rafat Milad Mohareb. "Synthesis and anti-tumor evaluation of novel hydrazide and hydrazide-hydrazone derivatives." Acta Pharmaceutica 63, no. 1 (2013): 45–57. http://dx.doi.org/10.2478/acph-2013-0004.

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The reaction of cyclopentanone with cyanoacetylhydrazine gave 2-cyano-2-cyclopentylideneacetohydrazide (1). Treatment of compound 1 with elemental sulphur in the presence of triethylamine afforded 2-amino-5,6-dihydro- -4H-cyclopenta[b]thiophene-3-carbohydrazide (2), which in-turn formed the corresponding intermediate diazonium salt. The latter was coupled with either ethyl cyanoacetate or ethyl acetoacetate to form 2-cyano-2-(3-(hydrazinecarbonyl)- 5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl)hydrazono) acetate (3) and ethyl 2-(2-(3-(hydrazinecarbonyl)-5,6-dihydro- 4H-cyclopenta[b]thiophen-2-yl)h
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Safonov, A. A. "Study acute toxicity of 4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazole-3-thiol in vivo." Farmatsevtychnyi zhurnal, no. 2 (August 14, 2018): 98–101. http://dx.doi.org/10.32352/0367-3057.2.16.06.

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Typically, the system is already known are used as the core for a new substance, which have already proved themselves as potential drugs. So one of these is 1,2,4-triazole ring.
 The purpose was to study acute toxicity of 4-((R-iden)amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazole-3-thiols and identify possible patterns acute toxicity of the chemical structure of indicators derivatives. In the study of acute contact toxicity was used spreadsheet rapid method for Prozorovsky V. B.
 Analysis of the results of studies acute toxicity of 1,2,4-triazole derivatives showed that all substanc
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An, Shujie, Guofeng Tang, Yaling Zhong, Li Ma та Qiancai Liu. "Novel π-expanded chrysene-based axially chiral molecules: 1,1′-bichrysene-2,2′-diols and thiophene analogs". Journal of Chemical Research 44, № 11-12 (2020): 641–45. http://dx.doi.org/10.1177/1747519820914837.

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1,1′-Bichrysene-2,2′-diol and its thiophene analogs, 6,6′-biphenanthro-[1,2- b]thiophene-7,7′-diols, as a series of novel π-expanded chrysene-/phenanthro[1,2- b]thiophene-based axially chiral molecules are synthesized from 1,1′-bi-2-naphthols with key steps including a Suzuki coupling, a Wittig reaction, and acid-mediated cyclization.
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Musgrave, Oliver C., and Janet M. S. Skakle. "Diacenaphtheno[7,8-b:71,81-d]thiophene." Acta Crystallographica Section E Structure Reports Online 60, no. 3 (2004): o359—o360. http://dx.doi.org/10.1107/s160053680400265x.

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Parvez, M., S. T. E. Mesher, and P. D. Clark. "2,3-Bis(ethylsulfonyl)benzo[b]thiophene." Acta Crystallographica Section C Crystal Structure Communications 52, no. 4 (1996): 905–7. http://dx.doi.org/10.1107/s0108270195013369.

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Parvez, M., S. T. E. Mesher, and P. D. Clark. "2,3,6,7-Tetrakis(methylthio)benzo[b]thiophene." Acta Crystallographica Section C Crystal Structure Communications 52, no. 5 (1996): 1248–50. http://dx.doi.org/10.1107/s0108270195015630.

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Santos, I. C., M. Almeida, J. Morgado, M. T. Duarte, and L. Alcácer. "Perylo[1,12-b,c,d]thiophene." Acta Crystallographica Section C Crystal Structure Communications 53, no. 11 (1997): 1640–42. http://dx.doi.org/10.1107/s0108270197007907.

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Seki, Miharu, Heishoku An, Kojiro Sato, and Ryutoku Yosomiya. "Electrochemical copolymerization of benzo[b]thiophene." Synthetic Metals 26, no. 1 (1988): 33–39. http://dx.doi.org/10.1016/0379-6779(88)90332-3.

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Ishizawa, Ryosyo, Heishoku An, Kojiro Sato, and Ryutoku Yosomiya. "Junction characteristics of polybenzo[b]thiophene." Synthetic Metals 38, no. 1 (1990): 63–68. http://dx.doi.org/10.1016/0379-6779(90)90067-u.

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Beyer, A. E. M., and H. Kloosterziel. "Electrocyclic opening of benzol [b]thiophene." Recueil des Travaux Chimiques des Pays-Bas 96, no. 6 (2010): 178–79. http://dx.doi.org/10.1002/recl.19770960610.

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Bin Chen, Bin Chen, Han Zhang, Wenwen Luo, et al. "Oxidation-enhanced emission: exploring novel AIEgens from thieno[3,2-b]thiophene S,S-dioxide." Journal of Materials Chemistry C 5, no. 4 (2017): 960–68. http://dx.doi.org/10.1039/c6tc05116b.

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