Production Method 1

495-71-6

955-83-9

Reaction Conditions

1.1 Catalysts: 1-Butyl-3-methylimidazolium hydrogen sulfate Solvents: 1-Butyl-3-methylimidazolium hydrogen sulfate ;  2 h, 150 °C

Reference

A green route to the synthesis of furan derivatives

, China, , ,

Production Method 2

495-71-6

955-83-9

Reaction Conditions

1.1 Solvents: Toluene ;  10 min, 140 °C

Reference

Preparation of 2,5-disubstituted furans by microwave-assisted cyclization from 1,4-diketones

, Japan, , ,

Production Method 3

23637-56-1

955-83-9

Reaction Conditions

1.1 Catalysts: Cobalt tetraphenylporphine Solvents: Chloroform

Reference

Quantitative rearrangement of monocyclic endoperoxides to furans catalyzed by cobalt(II)

O'Shea, Kevin E.; Foote, Christopher S., Journal of Organic Chemistry, 1989, 54(14), 3475-7

Production Method 4

104737-98-6

955-83-9

Reaction Conditions

1.1 Reagents: Cupric chloride Catalysts: p-Toluenesulfonic acid Solvents: Water ;  20 min, 150 °C

Reference

Sequential synthesis of furans from alkynes: successive ruthenium(II)- and copper(II)-catalyzed processes

Zhang, Min; Jiang, Huan-Feng; Neumann, Helfried; Beller, Matthias; Dixneuf, Pierre H., Angewandte Chemie, 2009, 48(9), 1681-1684

Production Method 5

495-71-6

955-83-9

Reaction Conditions

1.1 Reagents: Trifluoromethanesulfonic acid Solvents: Acetonitrile ;  overnight, rt → 85 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water

Reference

Diverse synthesis of C2-linked functionalized molecules via molecular glue strategy with acetylene

Yang, Bo ; Lu, Shaodong; Wang, Yongdong ; Zhu, Shifa, Nature Communications, 2022, 13(1),

Production Method 6

495-71-6

955-83-9

Reaction Conditions

1.1 Catalysts: Trifluoromethanesulfonic acid Solvents: Acetonitrile ;  1 h, 85 °C

Reference

The Rearrangement of tert-Butylperoxides for the Construction of Polysubstituted Furans

Zheng, Xiaojian; Lu, Shenglin; Li, Zhiping, Organic Letters, 2013, 15(21), 5432-5435

Production Method 7

1191988-22-3

955-83-9

Reaction Conditions

1.1 Catalysts: Chloro(triphenylphosphine)gold ,  [1,1,1-Trifluoro-N-[(trifluoromethyl)sulfonyl-κO]methanesulfonamidato-κO]silver Solvents: Toluene ;  10 h, rt
1.2 Reagents: Ammonium chloride Solvents: Water

Reference

Cationic Gold(I)-Mediated Intramolecular Cyclization of 3-Alkyne-1,2-diols and 1-Amino-3-alkyn-2-ols: A Practical Route to Furans and Pyrroles

Egi, Masahiro; Azechi, Kenji; Akai, Shuji, Organic Letters, 2009, 11(21), 5002-5005

Production Method 8

23637-56-1

955-83-9

Reaction Conditions

1.1 Reagents: Carbon tetrabromide ,  Triphenylphosphine Solvents: Dichloromethane ;  20 min, 0 °C
1.2 Solvents: Dichloromethane ;  0 °C → rt; 16 h, rt

Reference

A biosynthetically inspired route to substituted furans using the Appel reaction: total synthesis of the furan fatty acid F5

Lee, Robert J.; Lindley, Martin R.; Pritchard, Gareth J.; Kimber, Marc C., Chemical Communications (Cambridge, 2017, 53(47), 6327-6330

Production Method 9

495-71-6

955-83-9

Reaction Conditions

1.1 Catalysts: 1-Butyl-3-methylimidazolium hydrogen sulfate Solvents: 1-Butyl-3-methylimidazolium hydrogen sulfate ;  2 h, 150 °C; 150 °C → rt

Reference

Ionic liquid as catalyst and reaction medium. A simple and efficient procedure for Paal-Knorr furan synthesis

Wang, Gangqiang; Guan, Zhi; Tang, Rongchang; He, Yanhong, Synthetic Communications, 2010, 40(3), 370-377

Production Method 10

955-83-9

Reaction Conditions

1.1 Reagents: Pyridine N-oxide ,  Sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate Catalysts: 2857964-10-2 Solvents: Toluene ;  2 h, 60 °C

Reference

Synthesis of disubstituted furans catalysed by [(AuCl)2(μ-bis(phosphino)metallocene)] and Na[BArF24]

Gwinn, Reilly K.; Boggess, Anna E.; Winter, Elizabeth P.; Nataro, Chip, Dalton Transactions, 2022, 51(44), 17000-17007

Production Method 11

495-71-6

955-83-9

Reaction Conditions

1.1 Catalysts: Dowex 50WX8-200 Solvents: Water ;  7 h, 130 °C

Reference

Method for green synthesis of polysubstituted furan with water as solvent and strongly acidic cation exchange resin as heterogeneous catalyst

, China, , ,

Production Method 12

3420-38-0

955-83-9

Reaction Conditions

1.1 Solvents: Chloroform-d ;  4 d, 50 °C

Reference

A New Route to Diastereomerically Pure Cyclopropanes Utilizing Stabilized Phosphorus Ylides and γ-Hydroxy Enones Derived from 1,2-Dioxines: Mechanistic Investigations and Scope of Reaction

Avery, Thomas D.; Taylor, Dennis K.; Tiekink, Edward R. T., Journal of Organic Chemistry, 2000, 65(18), 5531-5546

Production Method 13

955-83-9

Reaction Conditions

1.1 Reagents: Potassium tert-butoxide Catalysts: Magnetite (Fe3O4) (copper impregnated) ,  Copper oxide (CuO) (magnetite impregnated) ;  3 d, 60 °C
1.2 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ,  Water ;  1 d, 80 °C
1.3 Reagents: Water

Reference

Copper-impregnated magnetite as a heterogeneous catalyst for the homocoupling of terminal alkynes

Perez, Juana M.; Cano, Rafael; Yus, Miguel; Ramon, Diego J., Synthesis, 2013, 45(10), 1373-1379

Production Method 14

342400-98-0

955-83-9

Reaction Conditions

1.1 Catalysts: Silver nitrate Solvents: Dichloromethane ;  4 h, rt

Reference

Methods for the synthesis of heteroaromatic compounds by immobilized silver-catalyzed 5-endo-cyclization of alkynes

, World Intellectual Property Organization, , ,

Production Method 15

495-71-6

955-83-9

Reaction Conditions

1.1 Catalysts: Phosphoric acid ;  3 h, 140 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  neutralized

Reference

Synthesis of Arylfurans by Organic-Solvent-Free Method Using Phosphoric Acid as a Solvent and Catalyst

Ajibola, Ibrahim Yusuf; Ai, Liankun; Li, Baolin, ChemistrySelect, 2021, 6(36), 9559-9564

Production Method 16

143536-16-7

1191988-22-3

955-83-9

Reaction Conditions

1.1 Reagents: Sodium dodecyl sulfate Catalysts: 2770985-69-6 ,  2770985-87-8 Solvents: Water ;  3 h, rt

Reference

Recyclable Polyethylene Glycol Ubiquinol Succinate-Bound N-Heterocyclic Carbene-Gold(I) Complexes: Sustainable Micellar Catalysis in Water

Ballmann, Monika; Ruer, Paul C.; Hofnagel, Oliver; Hiller, Wolf; Krause, Norbert, ACS Sustainable Chemistry & Engineering, 2022, 10(22), 7288-7298

Production Method 17

886-66-8

955-83-9

Reaction Conditions

1.1 Reagents: Water Catalysts: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  4 h, 80 °C

Reference

A general approach to arylated furans, pyrroles, and thiophenes

Zheng, Qingwei; Hua, Ruimao; Jiang, Jianhua; Zhang, Lei, Tetrahedron, 2014, 70(44), 8252-8256

Production Method 18

495-71-6

955-83-9

Reaction Conditions

1.1 Reagents: Trifluoromethanesulfonic acid Solvents: Acetonitrile ;  1 h, 85 °C

Reference

Synthesis of 1,4-Dicarbonyl Compounds by Visible-Light-Mediated Cross-Coupling Reactions of α-Chlorocarbonyls and Enol Acetates

Liu, Qiang; Wang, Rui-Guo; Song, Hong-Jian; Liu, Yu-Xiu; Wang, Qing-Min, Advanced Synthesis & Catalysis, 2020, 362(20), 4391-4396

Production Method 19

73758-48-2

955-83-9

Reaction Conditions

1.1 Catalysts: Sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate ,  [5-[2-[Bis(tricyclo[3.3.1.13,7]dec-1-yl)phosphino-κP]phenyl]-1,2,3,4-tetrahydro-… Solvents: 1,2-Dichloroethane ;  2 h, 60 °C

Reference

Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans

Hu, Xiaojun; Zhou, Bingwei; Jin, Hongwei; Liu, Yunkui; Zhang, Liming, Chemical Communications (Cambridge, 2020, 56(53), 7297-7300

Production Method 20

495-71-6

955-83-9

Reaction Conditions

1.1 1.5 h, 130 °C

Reference

Polyphosphoric acid

Dodd, John H., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, 1, 1-6

2,5-Diphenylfuran Raw materials

• Benzene, [(1E,3E)-1-methoxy-4-phenyl-1,3-butadien-1-yl]-
• 3-Butyne-1,2-diol, 1,4-diphenyl-, (1R,2R)-rel-
• 1,4-Diphenyl-3-butyne-1,2-diol
• rel-(1R,2S)-1,4-Diphenyl-3-butyne-1,2-diol
• 1,2-Dibenzoylethane
• 1,4-Diphenylbutadiyne
•  
• 1,2-Dioxin, 3,6-dihydro-3,6-diphenyl-, (3R,6S)-rel-
• 1,4-diphenylbut-2-yn-1-one

2,5-Diphenylfuran Preparation Products

• 2,5-Diphenylfuran (955-83-9)

• 1. An inter-tangled network of redox-active and conducting polymers as a cathode for ultrafast rechargeable batteries
  Jieun Kim,Han-Saem Park,Tae-Hee Kim,Sung Yeol Kim,Hyun-Kon Song Phys. Chem. Chem. Phys., 2014,16, 5295-5300
• 2. Aggregation behaviour of biocompatible choline carboxylate ionic liquids and their interactions with biomolecules through experimental and theoretical investigations?
  Somenath Panda,Kaushik Kundu,Anusha Basaiahgari,Sanjib Senapati,Ramesh L. Gardas New J. Chem., 2018,42, 7105-7118
• 3. An approach to the structure and vibrational analysis of cis- and trans-3-chlorostyrene through IR/Raman and INS spectroscopies and theoretical ab initio/DFT calculations?
  J. M. Granadino-Roldán,M. Fernández-Gómez,A. Navarro,T. Pe?a Ruiz,U. A. Jayasooriya Phys. Chem. Chem. Phys., 2004,6, 1133-1143
• 4. An automatic determination of thoria in thoria-urania mixtures
  Analyst, 1966,91, 208-210
• 5. An investigation of new infrared nonlinear optical material: BaCdSnSe4, and three new related centrosymmetric compounds: Ba2SnSe4, Mg2GeSe4, and Ba2Ge2S6?
  Kui Wu,Zhihua Yang,Shilie Pan Dalton Trans., 2015,44, 19856-19864

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Furans 2,5-diphenylfurans
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Furans Diphenylfurans 2,5-diphenylfurans
• Solvents and Organic Chemicals Organic Compounds Heterocyclic Compounds

• 89929-89-5(Furan, 2-(3-methylphenyl)-)
• 34121-63-6(Furan, 2,2'-[1,1'-biphenyl]-4,4'-diylbis-)
• 34740-23-3(Furan, 2-methyl-5-(4-methylphenyl)-)
• 17113-32-5(Furan, 2-(4-methylphenyl)-)
• 34721-89-6(Furan, 2-methyl-5-phenyl-)
• 57196-75-5(2,5-bis(4-methylphenyl)furan)
• 15904-78-6(Pyrylium, 2,4-dimethyl-6-phenyl-)
• 17113-33-6(2-Phenylfuran)
• 65776-60-5(2-methyl-4,6-di(p-tolyl)pyrylium tetrafluoroborate)
• 15959-35-0(Pyrylium, 2,4,6-triphenyl-)