bis(2-iodo-3-thienyl)methanone
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
With copper In N,N-dimethyl-formamide Reflux; | 99% |
With copper In N,N-dimethyl-formamide for 15h; Ullmann reaction; Reflux; | 95% |
With copper In N,N-dimethyl-formamide for 15h; Ullmann coupling reaction; Heating; | 90% |
2,6-bis(trimethylsilyl)-4H-cyclopenta[2,1-b:3,4-b′]dithiophen-4-one
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
With trifluoroacetic acid In chloroform at 20℃; for 1h; | 95% |
spiro[4H-cyclopenta[2,1-b;3,4-b']-dithiophene-4,2'-[1,3]dioxolan]
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
With hydrogenchloride Hydrolysis; | 91% |
3,3'dibromo-2,2'-bithiophene
N,N-Dimethylcarbamoyl chloride
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Stage #1: 3,3'dibromo-2,2'-bithiophene With n-butyllithium In diethyl ether; hexane at -78℃; for 2h; Inert atmosphere; Stage #2: N,N-Dimethylcarbamoyl chloride In diethyl ether; hexane at -78 - 20℃; Inert atmosphere; | 79% |
Stage #1: 3,3'dibromo-2,2'-bithiophene With n-butyllithium In diethyl ether at -78℃; for 1h; Inert atmosphere; Stage #2: N,N-Dimethylcarbamoyl chloride In diethyl ether at -78 - 20℃; Inert atmosphere; | 76% |
Stage #1: 3,3'dibromo-2,2'-bithiophene With n-butyllithium In diethyl ether; hexane at -70℃; for 1h; Inert atmosphere; Stage #2: N,N-Dimethylcarbamoyl chloride In diethyl ether; hexane for 3h; Inert atmosphere; | 75.1% |
Stage #1: 3,3'dibromo-2,2'-bithiophene With n-butyllithium In diethyl ether at -78℃; for 2h; Stage #2: N,N-Dimethylcarbamoyl chloride In diethyl ether at 20℃; | 68% |
Stage #1: 3,3'dibromo-2,2'-bithiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: N,N-Dimethylcarbamoyl chloride In tetrahydrofuran; hexane at -78 - 0℃; for 3h; Schlenk technique; Inert atmosphere; | 58% |
2,3-thiophenedicarboxylic acid anhydride
A
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
B
4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione
Conditions | Yield |
---|---|
at 500℃; under 1 - 5 Torr; | A 1.2% B n/a |
3-thiophene carboxaldehyde
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 94 percent / PCC / CH2Cl2 / 12 h / 20 °C 2: 90 percent / Cu / dimethylformamide / 15 h / Heating View Scheme | |
Multi-step reaction with 4 steps 1.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C 1.2: -78 - 20 °C 2.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C 2.2: -78 - 20 °C 3.1: pyridinium chlorochromate / dichloromethane / 12 h / 20 °C 4.1: copper / N,N-dimethyl-formamide / 15 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: n-butyllithium / diethyl ether / -78 °C 1.2: -78 - 20 °C 2.1: n-butyllithium / diethyl ether / -23 - 20 °C 2.2: -23 - 20 °C 3.1: pyridinium chlorochromate / 1,2-dichloro-ethane / 80 °C 4.1: copper / N,N-dimethyl-formamide / Reflux View Scheme |
bis(2-iodothiophen-3-yl)methanol
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 94 percent / PCC / CH2Cl2 / 12 h / 20 °C 2: 90 percent / Cu / dimethylformamide / 15 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: pyridinium chlorochromate / dichloromethane / 12 h / 20 °C 2: copper / N,N-dimethyl-formamide / 15 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: pyridinium chlorochromate / 1,2-dichloro-ethane / 80 °C 2: copper / N,N-dimethyl-formamide / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: pyridinium chlorochromate / dichloromethane / 10 h / 25 °C 2: copper / N,N-dimethyl-formamide / 4 h / 120 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: pyridinium chlorochromate / dichloromethane / 10 h / 25 °C 2: copper / N,N-dimethyl-formamide / 4 h / 120 °C / Inert atmosphere View Scheme |
di(thiophen-3-yl)methanone
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 66 percent / TMSOTf / CH2Cl2 / 3 h / 20 °C 2.1: n-BuLi; I2 2.2: 90 percent / Cu / dimethylformamide / 15 h / Heating 3.1: 91 percent / aq. HCl View Scheme |
2,2-Di(3-thienyl)-1,3-dioxolane
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-BuLi; I2 1.2: 90 percent / Cu / dimethylformamide / 15 h / Heating 2.1: 91 percent / aq. HCl View Scheme |
thiophene-2,3-dicarboxylic acid
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 99.7 percent / acetic anhydride / 2 h / Heating 2: 1.2 percent / 500 °C / 1 - 5 Torr View Scheme |
1,1-di(thien-3-yl)-methanol
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C 1.2: -78 - 20 °C 2.1: pyridinium chlorochromate / dichloromethane / 12 h / 20 °C 3.1: copper / N,N-dimethyl-formamide / 15 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: n-butyllithium / diethyl ether / -23 - 20 °C 1.2: -23 - 20 °C 2.1: pyridinium chlorochromate / 1,2-dichloro-ethane / 80 °C 3.1: copper / N,N-dimethyl-formamide / Reflux View Scheme |
3-bromo-[2,2’]bithiophenyl
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: acetic acid; N-Bromosuccinimide / chloroform / 20 h / 20 - 50 °C 2.1: n-butyllithium / diethyl ether / Inert atmosphere 2.2: Inert atmosphere 3.1: n-butyllithium / hexane; tetrahydrofuran / -60 - -30 °C / Inert atmosphere 3.2: -30 - 0 °C / Inert atmosphere 4.1: trifluoroacetic acid / chloroform / 1 h / 20 °C View Scheme |
3,3'-dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / -60 - -30 °C / Inert atmosphere 1.2: -30 - 0 °C / Inert atmosphere 2.1: trifluoroacetic acid / chloroform / 1 h / 20 °C View Scheme |
3,3',5,5'-tetrabromo-2,2'-bithiophene
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: n-butyllithium / diethyl ether / Inert atmosphere 1.2: Inert atmosphere 2.1: n-butyllithium / hexane; tetrahydrofuran / -60 - -30 °C / Inert atmosphere 2.2: -30 - 0 °C / Inert atmosphere 3.1: trifluoroacetic acid / chloroform / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: zinc; acetic acid; hydrogenchloride / ethanol; water / 3 h / 70 °C / Inert atmosphere 2.1: n-butyllithium / diethyl ether; hexane / 1 h / -70 °C / Inert atmosphere 2.2: 3 h / Inert atmosphere View Scheme |
[2,2'-bithiophene]-3-carboxylic acid
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: thionyl chloride; N,N-dimethyl-formamide / 12 h / 20 °C / Reflux 2: aluminum (III) chloride / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere View Scheme | |
Stage #1: [2,2'-bithiophene]-3-carboxylic acid With thionyl chloride In N,N-dimethyl-formamide for 12h; Reflux; Stage #2: With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 9h; | 20.7 mg |
3-Thiophene carboxylic acid
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; dipotassium hydrogenphosphate; silver(l) oxide / tert-butyl alcohol / 24 h / 130 °C / Schlenk technique; Inert atmosphere 2: thionyl chloride; N,N-dimethyl-formamide / 12 h / 20 °C / Reflux 3: aluminum (III) chloride / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1.1: dipotassium hydrogenphosphate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(l) oxide / tert-butyl alcohol / 24 h / 20 - 130 °C / Inert atmosphere 2.1: thionyl chloride / N,N-dimethyl-formamide / 12 h / Reflux 2.2: 9 h / 0 - 20 °C View Scheme |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere; | 20.5 mg |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
dimethyl 4,5-bis(methylthio)-1,3-dithiole phosphonate ester
4-(4,5-Bis-methylsulfanyl-[1,3]dithiol-2-ylidene)-4H-cyclopenta[2,1-b;3,4-b']dithiophene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran | 98% |
With n-butyllithium In tetrahydrofuran; hexane 1.) -78 deg C, 15 min; 2.) 20 min; | 98% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
4-(4,5-Bis-hexylsulfanyl-[1,3]dithiol-2-ylidene)-4H-cyclopenta[2,1-b;3,4-b']dithiophene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran | 96% |
With n-butyllithium In tetrahydrofuran; hexane 1.) -78 deg C, 15 min; 2.) 20 min; | 96% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
With N-Bromosuccinimide; acetic acid at 20℃; | 96% |
With N-Bromosuccinimide In N,N-dimethyl-formamide at 25℃; | 94% |
With bromine In dichloromethane at 20℃; for 2h; Inert atmosphere; | 87.1% |
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 0.166667h; | |
With N-Bromosuccinimide In tetrahydrofuran at 0℃; for 2.25h; Inert atmosphere; | 17.3 g |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
malononitrile
4-dicyanomethylene-4H-cyclopenta<2,1-b;3,4-b'>dithiophene
Conditions | Yield |
---|---|
With piperidine | 93% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
2-(dimethoxyphosphoryl)-[1,3]dithiole-4,5-dicarboxylic acid dimethyl ester
2-Cyclopenta[2,1-b;3,4-b']dithiophen-4-ylidene-[1,3]dithiole-4,5-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane 1.) -78 deg C, 15 min; 2.) 20 min; | 91% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
N,N-dimethyl-formamide
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one-2-carbaldehyde
Conditions | Yield |
---|---|
With trichlorophosphate In 1,2-dichloro-ethane at 0 - 80℃; for 6h; | 91% |
With trichlorophosphate In dichloromethane at 0 - 80℃; for 6h; | 91% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
dimethyl 1,3-benzodithiol-2-ylphosphonate
4-Benzo[1,3]dithiol-2-ylidene-4H-cyclopenta[2,1-b;3,4-b']dithiophene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran | 89% |
With n-butyllithium In tetrahydrofuran; hexane 1.) -78 deg C, 15 min; 2.) 20 min; | 89% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
4H-cyclopenta[2,1-b;3,4-b']dithiophene
Conditions | Yield |
---|---|
With hydrazine hydrate; potassium hydroxide In ethylene glycol at 180℃; | 89% |
With hydrazine hydrate; potassium hydroxide In ethylene glycol at 200℃; for 2h; Inert atmosphere; | 67% |
With potassium hydroxide; hydrazine In ethylene glycol at 190℃; for 13h; | 66% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
ethane-1,2-dithiol
C11H8S4
Conditions | Yield |
---|---|
With aluminium trichloride In 1,2-dichloro-ethane at 20℃; for 1h; | 89% |
With aluminum (III) chloride In 1,2-dichloro-ethane at 20℃; | |
With aluminum (III) chloride In chloroform at 25℃; Inert atmosphere; |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
3-bromo-[2,2’]bithiophenyl
4-(2,2’-bithiophen-3-yl)-4-hydroxycyclopenta[2,1-b;3,4-b’]dithiophene
Conditions | Yield |
---|---|
Stage #1: 3-bromo-[2,2’]bithiophenyl With n-butyllithium In diethyl ether; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one In diethyl ether; hexane at -78 - 20℃; for 6h; Inert atmosphere; | 88% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
2,6-di-iodo-cyclopenta[1,t2-b:5,4-b’]dithiophen-4-one
Conditions | Yield |
---|---|
With N-iodo-succinimide; trifluoroacetic acid In acetonitrile at 20℃; | 88% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
1-bromo-4-octyloxybenzene
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran at 50℃; for 18h; Inert atmosphere; | 85% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
2-Bromobiphenyl
4-(Biphenyl-2-yl)-4-hydroxy-4H-cyclopenta[2,1-b:3,4-b']dithiophene
Conditions | Yield |
---|---|
Stage #1: 2-Bromobiphenyl With n-butyllithium In hexane for 1h; Heating; Stage #2: 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one In tetrahydrofuran; hexane at -70℃; for 1h; Further stages.; | 83% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
With bromine In dichloromethane at 20℃; for 2h; Inert atmosphere; | 82.9% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
10-(dicyanomethylidene)-9(10H)-anthrone hydrazone
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate acidic; | 80% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
4-(2′-ethylhexylidene)-4H-cyclopenta[2,1-b:3,4-b′]-dithiophene
Conditions | Yield |
---|---|
Stage #1: (2-ethylhexyl)triphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at -82℃; Inert atmosphere; Stage #2: 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one In tetrahydrofuran; hexane at -82℃; for 0.5h; | 79% |
Stage #1: (2-ethylhexyl)triphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one In tetrahydrofuran; diethyl ether at -78 - 20℃; Inert atmosphere; | 77% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
4-(4,5-Bis-butylsulfanyl-[1,3]dithiol-2-ylidene)-4H-cyclopenta[2,1-b;3,4-b']dithiophene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran | 78% |
With n-butyllithium In tetrahydrofuran; hexane 1.) -78 deg C, 15 min; 2.) 20 min; | 78% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
10-hydrazono-9,10-dihydroanthracen-9-one
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate | 76% |
Conditions | Yield |
---|---|
Stage #1: benzyl bromide With triphenylphosphine Stage #2: 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one With sodium ethanolate Wittig Olefination; | 76% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
n-octyltriphenylphosphoniumbromide
4-(octylidene)-4H-cyclopenta[2,1-b:3,4-b′]dithiophene
Conditions | Yield |
---|---|
Stage #1: n-octyltriphenylphosphoniumbromide With n-butyllithium In tetrahydrofuran; hexane at -82℃; Inert atmosphere; Stage #2: 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one In tetrahydrofuran; hexane at -82℃; for 0.5h; | 74% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
2-dimethoxyphosphinyl-4,5-dimethyl-1,3-dithiole
4-(4,5-Dimethyl-[1,3]dithiol-2-ylidene)-4H-cyclopenta[2,1-b;3,4-b']dithiophene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran | 71% |
With n-butyllithium In tetrahydrofuran; hexane 1.) -78 deg C, 15 min; 2.) 20 min; | 71% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
1-bromo-4-octylbenzene
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran at 50℃; for 18h; Inert atmosphere; | 70% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate; hydrazine | 68% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
dimethyl (1,3-dithiol-2-yl)phosphonate
4-(1,3-Dithiol-2-ylidene)-4H-cyclopenta<2,1-b;3,4-b'>dithiophene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran | 65% |
With n-butyllithium In tetrahydrofuran; hexane 1.) -78 deg C, 15 min; 2.) 20 min; | 65% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
dimethyl 4,5-bis(decylthio)-2H-1,3-dithiol-2-ylphosphonate
4-(4,5-Bis-decylsulfanyl-[1,3]dithiol-2-ylidene)-4H-cyclopenta[2,1-b;3,4-b']dithiophene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran | 64% |
With n-butyllithium In tetrahydrofuran; hexane 1.) -78 deg C, 15 min; 2.) 20 min; | 64% |
4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
Conditions | Yield |
---|---|
With bromine In chloroform at 70℃; for 12h; | 63% |
With bromine In chloroform for 12h; Reflux; | 63% |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View