88-13-1 (3-噻吩甲酸,Thiophene-3-carboxylic acid)

反应条件：

1.1 Reagents: Sodium tert-butoxide , 1-Hydroxycyclohexyl phenyl ketone Solvents: Dichloromethane , Water ; rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; acidified, rt

参考文献：

Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids with 1-Hydroxycyclohexyl Phenyl Ketone

Lu, Yi; et al, Journal of Organic Chemistry, 2023, 88(13), 8114-8122

合成路线：1 步

71637-34-8

_83%

反应条件：

1.1 Catalysts: Oxygen , Hydrogen bromide Solvents: Ethyl acetate ; 10 h

参考文献：

Aerobic photo-oxidation of alcohols in the presence of a catalytic inorganic bromo source

Hirashima, Shin-Ichi; et al, Tetrahedron, 2006, 62(33), 7887-7891

合成路线：1 步

71637-34-8

_81%

反应条件：

1.1 Reagents: Oxygen Catalysts: Dibromo[1,1′-oxybis[ethane]]magnesium Solvents: Ethyl acetate ; 10 h

参考文献：

Aerobic oxidation of alcohols under visible light irradiation of fluorescent lamp

Hirashima, Shin-ichi; et al, Green Chemistry, 2007, 9(4), 318-320

合成路线：1 步

498-62-4

_97%

反应条件：

1.1 Reagents: Silver oxide (Ag2O) Solvents: Water ; cooled; 3 min; 30 min

参考文献：

Substituent Effect on the Optoelectronic Properties of Alternating Fluorene-Thiophene Copolymers

Pal, Bikash; et al, Macromolecules (Washington, 2007, 40(23), 8189-8194

合成路线：1 步

498-62-4

_97%

反应条件：

1.1 Reagents: Sodium hydroxide , Silver oxide (Ag2O) Solvents: Water

参考文献：

3-Thenoic acid

Campaigne, E. E.; et al, Organic Syntheses, 1953, 33, 94-5

合成路线：1 步

498-62-4

_97%

反应条件：

1.1 Reagents: Silver oxide (Ag2O) Solvents: Water

参考文献：

3-Substituted thiophenes

Campaigne, E.; et al, Journal of the American Chemical Society, 1948, 70, 1555-8

合成路线：1 步

872-31-1

_94%

反应条件：

1.1 Reagents: Poly(methylhydrosiloxane) Catalysts: Cupric acetate , 1,2-Bis(diphenylphosphino)benzene Solvents: 1,4-Dioxane ; 20 min, rt → 65 °C
1.2 Reagents: Triethylamine Catalysts: Palladium diacetate , 1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: Toluene ; 7 h, rt → 100 °C; 100 °C → rt
1.3 Reagents: Sodium bicarbonate Solvents: Water ; 10 min, rt

参考文献：

Tandem one-pot CO2 reduction by PMHS and silyloxycarbonylation of aryl/vinyl halides to access carboxylic acids

Paridala, Kumaraswamy; et al, Chemical Communications (Cambridge, 2018, 54(82), 11574-11577

合成路线：1 步

872-31-1

_87%

反应条件：

1.1 Reagents: Butyllithium Solvents: Diethyl ether ; 30 min, -80 °C
1.2 -
1.3 Reagents: Hydrogen ion Solvents: Water

参考文献：

Tuning of electronic properties of novel donor-acceptor polymers containing oligothiophenes with electron-withdrawing ester groups

Imae, Ichiro ; et al, Polymer Bulletin (Heidelberg, 2021, 78(5), 2341-2355

合成路线：1 步

64-18-6

_90%

反应条件：

1.1 Reagents: Triethylamine , Dicyclohexylcarbodiimide Catalysts: Palladium diacetate , 1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: Dimethylformamide ; 10 h, 80 °C

参考文献：

Palladium-Catalyzed Ligand-Controlled Selective Synthesis of Aldehydes and Acids from Aryl Halides and Formic Acid

Wu, Fu-Peng; et al, ChemCatChem, 2017, 9(16), 3121-3124

合成路线：1 步

64-18-6

_46%

反应条件：

1.1 Reagents: Triethylamine Catalysts: Dicyclohexylcarbodiimide , Palladium diacetate , 1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: Dimethylformamide ; 20 h, 100 °C

参考文献：

Palladium-Catalyzed Carbonylative Transformation of Organic Halides with Formic Acid as the Coupling Partner and CO Source: Synthesis of Carboxylic Acids

Wu, Fu-Peng; et al, Journal of Organic Chemistry, 2017, 82(18), 9710-9714

合成路线：1 步

905966-46-3

_88%

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: [1,3-Bis[2,6-bis(diphenylmethyl)-4-methylphenyl]-1,3-dihydro-2H-imidazol-2-ylide… Solvents: Toluene ; 100 °C; 15 h, 1 atm, 100 °C; 100 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Ethyl acetate , Water ; rt

参考文献：

Nickel-catalysed carboxylation of organoboronates

Makida, Yusuke; et al, Chemical Communications (Cambridge, 2014, 50(59), 8010-8013

合成路线：1 步

905966-46-3

_83%

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: Silver acetate , Triphenylphosphine Solvents: 1,4-Dioxane ; 8 h, 20 atm, 100 °C; 100 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; rt

参考文献：

Silver(I)-catalyzed carboxylation of arylboronic esters with CO2

Zhang, Xiao; et al, Chemical Communications (Cambridge, 2012, 48(50), 6292-6294

合成路线：1 步

905966-46-3

_64%

反应条件：

1.1 Reagents: Cesium fluoride Catalysts: 1,3-Bis(diphenylphosphino)propane , Bis[(1,2,5,6-η)-1,5-cyclooctadiene]di-μ-hydroxydirhodium Solvents: 1,4-Dioxane ; 10 - 30 h, 60 °C
1.2 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Rhodium(I)-Catalyzed Carboxylation of Aryl- and Alkenylboronic Esters with CO2

Ukai, Kazutoshi; et al, Journal of the American Chemical Society, 2006, 128(27), 8706-8707

合成路线：1 步

67237-53-0

_86%

反应条件：

1.1 Reagents: Sodium bicarbonate , Potassium peroxymonosulfate sulfate (2KHSO5.KHSO4.K2SO4) Catalysts: Ruthenium Solvents: Acetonitrile , Water ; 8 h, rt

参考文献：

An improved protocol for the oxidative cleavage of alkynes, alkenes, and diols with recyclable Ru/C

Vijay, Kumar A.; et al, Synlett, 2009, (5), 739-742

合成路线：1 步

67237-53-0

_16%

反应条件：

1.1 Reagents: Water , Oxygen Catalysts: Carbon tetrabromide Solvents: Ethyl acetate ; 20 h

参考文献：

Catalytic aerobic photooxidative cleavage of carbon-carbon triple bonds using carbon tetrabromide

Yamaguchi, Tomoaki; et al, Synlett, 2013, 24(5), 607-610

合成路线：1 步

_85%

反应条件：

1.1 Reagents: Cesium fluoride , 7,7,8,8-Tetraethylbicyclo[4.2.0]disil-1,3,5-triene Solvents: Dimethylformamide ; 1 atm, 0 °C; 2 h, 1 atm, rt

参考文献：

A Strained Disilane-Promoted Carboxylation of Organic Halides with CO2 under Transition-Metal-Free Conditions

Mita, Tsuyoshi; et al, Organic Letters, 2015, 17(21), 5276-5279

合成路线：1 步

630-08-0

_84%

反应条件：

1.1 Reagents: Potassium carbonate Catalysts: Palladium diacetate Solvents: Water , Polyethylene glycol ; 12 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 3, rt

参考文献：

Ligand-Free Palladium-Catalyzed Hydroxycarbonylation of Aryl Halides under Ambient Conditions: Synthesis of Aromatic Carboxylic Acids and Aromatic Esters

Han, Wei; et al, Synthesis, 2015, 47(13), 1861-1868

合成路线：1 步

616-44-4

_83%

反应条件：

1.1 Reagents: Oxygen Catalysts: Cobalt diacetate , Manganese diacetate , Sodium bromide Solvents: Acetic acid

参考文献：

Preparation of thiophenecarboxylic acids

, Japan, , ,

合成路线：1 步

616-44-4

_75%

反应条件：

1.1 Reagents: Sodium dichromate Solvents: Water ; 8 h, 200 °C; cooled
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 1

参考文献：

Oxidation of methylthiophenes to thiophenecarboxylic acids

Kim, Su Jin; et al, Bulletin of the Korean Chemical Society, 2009, 30(11), 2789-2791

合成路线：1 步

616-44-4

_70%

反应条件：

1.1 Reagents: p-Xylene

参考文献：

Enzymic oxidation of methyl groups in heteroarenes: a versatile method for the preparation of heteroaromatic carborylic acids

Kiener, Andreas, Angewandte Chemie, 1992, 104(6), 748-9

合成路线：1 步

3115-63-7

_70%

反应条件：

1.1 Reagents: Cesium carbonate , Oxygen Catalysts: 2-Chloroanthraquinone Solvents: Acetone ; 20 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; acidified, rt

参考文献：

Aerobic photooxidative cleavage of 1,3-diketones to carboxylic acids using 2-chloroanthraquinone

Tachikawa, Yuma; et al, Tetrahedron Letters, 2013, 54(46), 6218-6221

合成路线：1 步

3115-63-7

_57%

反应条件：

1.1 Reagents: Oxygen Catalysts: Iodine Solvents: Ethyl acetate ; 24 h

参考文献：

Catalytic oxidative cleavage of 1,3-diketones to carboxylic acids by aerobic photooxidation with iodine

Tada, Norihiro; et al, Synlett, 2011, (19), 2896-2900

合成路线：1 步

6964-21-2

_62%

反应条件：

1.1 Reagents: Iodine Solvents: Dimethyl sulfoxide ; 26 h, 120 °C; 120 °C → rt
1.2 Reagents: Sodium thiosulfate Solvents: Water

参考文献：

Metal-Free Dehomologative Oxidation of Arylacetic Acids for the Synthesis of Aryl Carboxylic Acids

Kalmode, Hanuman P.; et al, Journal of Organic Chemistry, 2017, 82(7), 3781-3786

合成路线：1 步

17249-80-8

_51%

反应条件：

1.1 Reagents: Tetraethylammonium iodide , Lithium acetate , Manganese Catalysts: Cobalt dibromide , 2,9-Dibutyl-4,7-dimethyl-1,10-phenanthroline Solvents: Dimethylacetamide ; 12 h, 1 atm, 100 °C; 100 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: 1,4-Dioxane ; 10 min, rt

参考文献：

Cobalt-catalyzed carboxylation of aryl and vinyl chlorides with CO2

Wang, Yanwei; et al, Chemical Communications (Cambridge, 2020, 56(92), 14416-14419

合成路线：1 步

17249-80-8

_42%

反应条件：

1.1 Reagents: Tetraethylammonium iodide , 1,5,7-Triazabicyclo[4.4.0]dec-5-ene Catalysts: Naphthalene Solvents: Dimethylformamide ; 6 h, 1 atm, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; acidified

参考文献：

Metal-Free Electrochemical Carboxylation of Organic Halides in the Presence of Catalytic Amounts of an Organomediator

Wang, Yanwei; et al, Angewandte Chemie, 2022, 61(41),

合成路线：1 步

6165-69-1

_50%

反应条件：

1.1 Reagents: Diethylzinc Solvents: Dimethyl sulfoxide , Toluene ; 16 h, 1 atm, 100 °C; 100 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; 5 min, rt

参考文献：

Diethylzinc-promoted carboxylation of aryl/alkenyl boronic acids with CO2

Tang, Tingyu; et al, Organic & Biomolecular Chemistry, 2023, 21(44), 8849-8856

合成路线：1 步

109-77-3

_37%

反应条件：

1.1 Reagents: Cesium carbonate Catalysts: L-Proline , Cuprous iodide Solvents: Dimethyl sulfoxide ; 24 h, 130 °C
1.2 Reagents: 2,2′-Anhydrouridine ; 12 h, 140 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ; pH 2 - 3, rt

参考文献：

Copper-catalyzed aerobic oxidative synthesis of aromatic carboxylic acids

Yang, Daoshan; et al, Chemical Communications (Cambridge, 2011, 47(8), 2348-2350

合成路线：1 步

59337-81-4

_30%

反应条件：

1.1 Reagents: Sodium hydroxide , Sodium bisulfite , Cuprous chloride Solvents: Water

参考文献：

Synthesis of Novel Substituted Thienothiazines

Punk, Peter, 1977, , ,

合成路线：1 步

6165-69-1

141-97-9

_27%

反应条件：

1.1 Reagents: Potassium carbonate Catalysts: Cuprous iodide Solvents: Dimethyl sulfoxide ; 24 h, 100 °C; cooled
1.2 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Copper-catalyzed synthesis of aromatic carboxylic acids from arylboronic acids and acetyl acetate

Zheng, Rui; et al, Tetrahedron Letters, 2014, 55(41), 5671-5675

合成路线：1 步

144-62-7

反应条件：

1.1 Reagents: Acetic anhydride , Diisopropylethylamine Catalysts: Triphenylphosphine , Palladium diacetate Solvents: Dimethylformamide ; 6 h, 100 °C; 100 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Ethyl acetate , Water ; acidified

参考文献：

Oxalic acid as the in situ carbon monoxide generator in palladium-catalyzed hydroxycarbonylation of arylhalides

Shao, Changdong; et al, Organic & Biomolecular Chemistry, 2017, 15(23), 5033-5040

合成路线：1 步

872-31-1

144-62-7

反应条件：

1.1 Reagents: Acetic anhydride , Diisopropylethylamine Catalysts: Palladium diacetate , 1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: Dimethylformamide ; 6 h, 100 °C; 100 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Ethyl acetate , Water ; acidified

参考文献：

Oxalic acid as the in situ carbon monoxide generator in palladium-catalyzed hydroxycarbonylation of arylhalides

Shao, Changdong; et al, Organic & Biomolecular Chemistry, 2017, 15(23), 5033-5040

合成路线：1 步

14596-82-8