Production Method 1

100-52-7

833-50-1

Reaction Conditions

1.1 Catalysts: Tungsten oxide (WO2.72) ,  Palladium alloy, base, Pd 52,Ag 48 Solvents: 1,4-Dioxane ,  Water ;  5 min, 80 °C
1.2 Reagents: Formic acid ;  8 h, 80 °C

Reference

One-pot formic acid dehydrogenation and synthesis of benzene-fused heterocycles over reusable AgPd/WO2.72 nanocatalyst

Yu, Chao; et al, Journal of Materials Chemistry A: Materials for Energy and Sustainability, 2018, 6(46), 23766-23772

Production Method 2

273-53-0

833-50-1

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: 2742666-90-4 Solvents: 1-Butanol ;  18 h, 125 °C

Reference

Synthesis and Characterization of Pd(0) Complexes with Electronically Differentiated Ferrocene Diphosphane Ligands

Horky, Filip; et al, European Journal of Inorganic Chemistry, 2023, 26(22),

Production Method 3

273-53-0

833-50-1

Reaction Conditions

1.1 Reagents: Potassium tert-butoxide Catalysts: Dichlorobis(pyridine)nickel ,  1H-Imidazolium, 1,3-bis(2,4,6-trimethylphenyl)-, chloride (1:1) Solvents: o-Xylene ;  20 h, 150 °C

Reference

Optimal Balance in the Catalyst Dynamics Enables C(2)-H Arylation of (Benz)imidazoles and (Benz)oxazoles by an In Situ-Generated Ni/NHC System

Khazipov, Oleg V.; et al, ChemCatChem, 2022, 14(24),

Production Method 4

15310-02-8

833-50-1

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Ethylenediamine (reaction products with polyacrylonitrile; copper complexes) ,  Copper (complexes with ethylenediamine modified polyacrylonitrile) ,  Polyacrylonitrile (ethylenediamine modified; copper complexes) Solvents: Dimethylformamide ;  24 h, 140 °C

Reference

Novel and efficient heterogeneous polymer supported copper catalyst for synthesis of 2-substituted Benzoxazoles from 2-Haloanilides

Saranya, Thachora Venu; et al, Journal of Organometallic Chemistry, 2021, 937,

Production Method 5

1624-53-9

833-50-1

Reaction Conditions

1.1 Reagents: Tetrabutylammonium tetrafluoroborate ,  Iodobenzene Solvents: Acetonitrile ,  2,2,2-Trifluoroethanol ;  10 min, rt

Reference

Continuous-Flow Electrochemical Generator of Hypervalent Iodine Reagents: Synthetic Applications

Elsherbini, Mohamed ; et al, Angewandte Chemie, 2019, 58(29), 9811-9815

Production Method 6

1624-53-9

833-50-1

Reaction Conditions

1.1 Reagents: Manganese triacetate Solvents: Toluene

Reference

Manganese triacetate oxidation of phenolic Schiff bases: synthesis of 2-arylbenzoxazoles

Varma, Rajender S.; et al, Journal of Heterocyclic Chemistry, 1998, 35(6), 1539-1540

Production Method 7

100-51-6

833-50-1

Reaction Conditions

1.1 Catalysts: Cobalt (dual-size heterogeneous N-doped nanoparticles) Solvents: Chlorobenzene ;  10 h, 150 °C

Reference

Synergistic effect between Co single atoms and nanoparticles enables selective synthesis of bio-based benzimidazoles

Wang, Baoyu; et al, Applied Catalysis, 2023, 327,

Production Method 8

1020-39-9

833-50-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: 1,10-Phenanthroline ,  Copper(II) acetylacetonate Solvents: Ethanol ;  12 h, 90 °C

Reference

Copper(II)-catalyzed Synthesis of Benzoxazoles from Inactive 2-chloroanilides

Jiang, Yuan; et al, Current Organic Synthesis, 2022, 19(7), 819-823

Production Method 9

273-53-0

833-50-1

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Bis[bis(1,1-dimethylethyl)phosphinous chloride-κP]dichloropalladium ,  [1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine-κP]]iodocoppe… Solvents: Toluene ;  rt → 100 °C; 6 - 22 h, 100 °C; 100 °C → rt
1.2 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

A highly efficient palladium/copper cocatalytic system for direct arylation of heteroarenes: an unexpected effect of Cu(Xantphos)I

Huang, Jinkun; et al, Journal of the American Chemical Society, 2010, 132(11), 3674-3675

Production Method 10

273-53-0

833-50-1

Reaction Conditions

1.1 Reagents: Lithium tert-butoxide Catalysts: (SP-4-3)-Dichloro[1,3-dihydro-1-[(1S)-1-(hydroxymethyl)-2-phenylethyl]-3-(2-pyri… Solvents: Dimethylformamide ;  24 h, 130 °C

Reference

Chelating palladium complexes containing pyridine/pyrimidine hydroxyalkyl di-functionalized N-heterocyclic carbenes: synthesis, structure, and catalytic activity towards C-H activation

Yang, Liangru; et al, RSC Advances, 2015, 5(130), 107601-107607

Production Method 11

120-46-7

833-50-1

Reaction Conditions

1.1 Catalysts: Pyrrolidinium, 1-hexadecyl-1-(4-sulfobutyl)-, 1,1,1-trifluoromethanesulfonate (1… Solvents: 1,2-Dichloroethane ;  24 h, 120 °C

Reference

Long-Chained Acidic Ionic Liquids-Catalyzed Cyclization of 2-Substituted Aminoaromatics with β-Diketones: A Metal-Free Strategy to Construct Benzoazoles

Miao, Chengxia; et al, ACS Sustainable Chemistry & Engineering, 2019, 7(14), 12008-12013

Production Method 12

3230-45-3

833-50-1

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Tetrachloroauric acid tetrahydrate Solvents: Tetrahydrofuran ;  6 h, 101325 Pa, reflux

Reference

Facile and efficient one-pot synthesis of 2-arylbenzoxazoles using hydrogen tetrachloroaurate as catalyst under oxygen atmosphere

Liu, Yun-kui; et al, Journal of Zhejiang University, 2009, 10(6), 472-478

Production Method 13

100-52-7

833-50-1

Reaction Conditions

1.1 Catalysts: Gold Solvents: Toluene ;  130 °C

Reference

Gold nanoparticles supported on titanium dioxide. An efficient catalyst for highly selective synthesis of benzoxazoles and benzimidazoles

Tang, Lin; et al, Chemical Communications (Cambridge, 2014, 50(46), 6145-6148

Production Method 14

100-52-7

833-50-1

Reaction Conditions

1.1 Solvents: Ethanol ;  30 min, rt
1.2 Reagents: Oxygen Catalysts: Manganese oxide (MnO2) ;  1 h, 25 °C

Reference

New Approach for Controllable Synthesis of N-MnOx Micro-flowers and Their Superior Catalytic Performance for Benzoxazole Synthesis

Tang, Jun ; et al, Industrial & Engineering Chemistry Research, 2020, 59(20), 9408-9413

Production Method 15

100-52-7

833-50-1

Reaction Conditions

1.1 Solvents: Methanol ;  4 min, rt

Reference

Development of homogeneous polyamine organocatalyst for the synthesis of 2-aryl-substituted benzimidazole and benzoxazole derivatives

Kottayil, Hiba; et al, Journal of Heterocyclic Chemistry, 2020, 57(9), 3310-3317

Production Method 16

100-52-7

833-50-1

Reaction Conditions

1.1 Catalysts: Sulfuric acid ,  Bis[μ-[1,3,5-benzenetricarboxylato(3-)-κO1:κO′1]]hexakis[μ-(formato-κO:κO′)]tetr… ;  6 h, 140 °C

Reference

A new superacid hafnium-based metal-organic framework as a highly active heterogeneous catalyst for the synthesis of benzoxazoles under solvent-free conditions

Nguyen, Linh H. T.; et al, Catalysis Science & Technology, 2017, 7(19), 4346-4350

Production Method 17

273-53-0

833-50-1

Reaction Conditions

1.1 Reagents: Tripotassium phosphate Catalysts: 2742666-92-6 Solvents: 1-Butanol ;  18 h, 125 °C

Reference

Stable Pd(0) Complexes with Ferrocene Bisphosphines Bearing Phosphatrioxaadamantyl Substituents Efficiently Catalyze Selective C-H Arylation of Benzoxazoles by Aryl Chlorides

Horky, Filip; et al, ChemCatChem, 2021, 13(22), 4848-4856

Production Method 18

15310-02-8

833-50-1

Reaction Conditions

1.1 Reagents: Cuprous iodide

Reference

Intramolecular aromatic substitution (SRN1) reactions: use of entrainment for the preparation of benzothiazoles

Bowman, W. Russell; et al, Tetrahedron Letters, 1982, 23(48), 5093-6

Production Method 19

15310-02-8

833-50-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Cuprous iodide ,  6-Deoxy-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-6-(4-phenyl-1H-1,2,3-triaz… Solvents: Dimethylformamide ;  10 h, 120 °C

Reference

Synthesis of Benz-Fused Azoles via C-Heteroatom Coupling Reactions Catalyzed by Cu(I) in the Presence of Glycosyltriazole Ligands

Mishra, Nidhi; et al, ACS Combinatorial Science, 2019, 21(5), 389-399

Production Method 20

1624-53-9

833-50-1

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: 1,10-Phenanthroline ,  Silica ,  Cobalt oxide (reaction mixture with 1,10-phenanthroline supported on silica) Solvents: 1,4-Dioxane ;  24 h, 65 °C

Reference

Sustainable Synthesis of 2-Arylbenzoxazoles over a Cobalt-Based Nanocomposite Catalyst

He, Jian; et al, Organic Process Research & Development, 2016, 20(6), 1093-1096

Production Method 21

98-91-9

833-50-1

Reaction Conditions

1.1 1 min, 190 °C

Reference

Lawesson's reagent and microwaves: a new efficient access to benzoxazoles and benzothiazoles from carboxylic acids under solvent-free conditions

Seijas, Julio A.; et al, Synlett, 2007, (2), 313-317

Production Method 22

100-51-6

833-50-1

Reaction Conditions

1.1 Catalysts: Manganese oxide (MnO2) ,  Tempo Solvents: Toluene ;  12 h, 140 °C

Reference

Synthesis of 2-arylbenzoxazoles by hetereogeneous γ-MnO2 catalyzed redox reaction of o-nitrophenol with benzyl alcohols or benzyl amines

Sen, Chiranjit; et al, ChemistrySelect, 2016, 1(10), 2542-2547

Production Method 23

100-51-6

833-50-1

Reaction Conditions

1.1 Catalysts: Gold Solvents: Toluene ;  24 h, 130 °C

Reference

Gold nanoparticles supported on titanium dioxide. An efficient catalyst for highly selective synthesis of benzoxazoles and benzimidazoles

Tang, Lin; et al, Chemical Communications (Cambridge, 2014, 50(46), 6145-6148

Production Method 24

1020-39-9

833-50-1

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: 1,10-Phenanthroline ,  Cuprous iodide Solvents: 1,2-Dimethoxyethane ;  48 h, reflux

Reference

Parallel Synthesis of a Library of Benzoxazoles and Benzothiazoles Using Ligand-Accelerated Copper-Catalyzed Cyclizations of ortho-Halobenzanilides

Evindar, Ghotas; et al, Journal of Organic Chemistry, 2006, 71(5), 1802-1808

Production Method 25

1020-39-9

833-50-1

Reaction Conditions

1.1 Reagents: 1,10-Phenanthroline ,  Cesium carbonate ,  Cuprous iodide Solvents: 1,2-Dimethoxyethane

Reference

Novel Approaches to Synthesis of Nitrogen Containing Heterocycles

Evindar, Ghotas, 2004, , ,

Production Method 26

120-46-7

833-50-1

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: 1,2-Dichloroethane ;  12 h, 100 °C

Reference

Acid-promoted cleavage of the C-C double bond of N-(2-hydroxyphenyl)enaminones for the synthesis of benzoxazoles

Ge, Bailu; et al, Tetrahedron, 2020, 76(2),

Production Method 27

120-46-7

833-50-1

Reaction Conditions

1.1 Catalysts: p-Toluenesulfonic acid monohydrate ,  Cuprous iodide Solvents: Toluene ;  16 h, 130 °C

Reference

Synthesis of Benzoxazoles from 2-Aminophenols and β-Diketones Using a Combined Catalyst of Bronsted Acid and Copper Iodide

Mayo, Muhammad Shareef; et al, Journal of Organic Chemistry, 2014, 79(13), 6310-6314

Production Method 28

139-66-2

273-53-0

833-50-1

Reaction Conditions

1.1 Reagents: Sodium tert-butoxide Catalysts: Di-μ-chlorobis(η3-2-propenyl)dipalladium ,  1,2-Bis(dicyclohexylphosphino)ethane Solvents: Dimethylformamide ;  12 h, 140 °C
1.2 Solvents: Water

Reference

Palladium-Catalyzed Coupling of Azoles or Thiazoles with Aryl Thioethers via C-H/C-S Activation

Zhu, Feng; et al, Organic Letters, 2015, 17(6), 1601-1604

Production Method 29

591-50-4

273-53-0

833-50-1

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Palladium(2+), bis(1,10-phenanthroline-κN1,κN10)-, (SP-4-1)-, hexafluorophosphat… Solvents: Dimethylacetamide ;  20 h, 150 °C

Reference

Direct multiple C-H bond arylation reaction of heteroarenes catalyzed by cationic palladium complex bearing 1,10-phenanthroline

Shibahara, Fumitoshi; et al, Chemical Communications (Cambridge, 2010, 46(14), 2471-2473

Production Method 30

591-50-4

273-53-0

833-50-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Ceria (magnetic nanoparticle Fe3O4-supported) ,  Iron oxide (Fe3O4) (complex with ceria) Solvents: Dimethyl sulfoxide ;  4 h, 100 °C

Reference

Magnetically separable nano CeO2: a highly efficient catalyst for ligand free direct C-H arylation of heterocycles

Shelkar, Radheshyam S.; et al, Tetrahedron Letters, 2015, 56(5), 693-699

Production Method 31

591-50-4

273-53-0

833-50-1

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Triphenylphosphine ,  Palladium diacetate Solvents: Dimethylformamide
1.2 Reagents: Sodium hydroxide Solvents: Water

Reference

Palladium-catalyzed arylation of azole compounds with aryl halides in the presence of alkali metal carbonates and the use of copper iodide in the reaction

Pivsa-Art, Sommai; et al, Bulletin of the Chemical Society of Japan, 1998, 71(2), 467-473

Production Method 32

3230-45-3

833-50-1

Reaction Conditions

1.1 Catalysts: Sodium cyanide Solvents: DMSO-d6 ;  8 h, rt

Reference

Cyanide as a powerful catalyst for facile synthesis of benzofused heteroaromatic compounds via aerobic oxidation

Cho, Yeon-Ho; et al, Tetrahedron, 2013, 69(32), 6565-6573

Production Method 33

3230-45-3

833-50-1

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Potassium carbonate ,  Platinum Solvents: Chloroform ,  Water ;  20 h, 1 atm, 30 °C

Reference

Facile Preparation of 2-Substituted Benzoxazoles and Benzothiazoles via Aerobic Oxidation of Phenolic and Thiophenolic Imines Catalyzed by Polymer-Incarcerated Platinum Nanoclusters

Yoo, Woo-Jin; et al, Advanced Synthesis & Catalysis, 2011, 353(17), 3085-3089

Production Method 34

98-88-4

833-50-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: 1,10-Phenanthroline ,  Copper Solvents: Acetonitrile ;  2 h, 90 °C

Reference

Ligand-promoted, copper nanoparticles catalyzed one-pot synthesis of substituted benzoxazoles from 2-bromoanilines and acyl chlorides

Wang, Yong; et al, Tetrahedron Letters, 2015, 56(49), 6827-6832

Production Method 35

98-88-4

833-50-1

Reaction Conditions

1.1 Reagents: 1,10-Phenanthroline ,  Cesium carbonate Catalysts: Cuprous iodide Solvents: Xylene ;  24 h, reflux; reflux → rt

Reference

Copper-Catalyzed Domino Annulation Approaches to the Synthesis of Benzoxazoles under Microwave-Accelerated and Conventional Thermal Conditions

Viirre, Russell D.; et al, Journal of Organic Chemistry, 2008, 73(9), 3452-3459

Production Method 36

98-88-4

833-50-1

Reaction Conditions

1.1 Reagents: 1,10-Phenanthroline ,  Cesium carbonate ,  Cuprous iodide Solvents: 1,2-Dimethoxyethane

Reference

Novel Approaches to Synthesis of Nitrogen Containing Heterocycles

Evindar, Ghotas, 2004, , ,

2-Phenylbenzoxazole Raw materials

• Diphenyl Sulfide
• Iodobenzene
• Dibenzoylmethane
• Thiobenzoic Acid (94%)(Benzenecarbothioic Acid)
• Phenol,2-[(phenylmethylene)amino]-
• N-(2-chlorophenyl)benzamide
• Benzamide,N-(2-iodophenyl)-
• Benzoxazole
• Benzyl alcohol
• Phenol, 2-[(E)-(phenylmethylene)amino]-
• Benzoyl chloride
• Benzaldehyde

2-Phenylbenzoxazole Preparation Products

• 2-Phenylbenzoxazole (833-50-1)

• 1. An aptamer-based keypad lock system?
  Yaqing Liu,Jiangtao Ren,Jing Li,Jiyang Liu,Erkang Wang Chem. Commun., 2012,48, 802-804
• 2. An artificial photosynthetic system for photoaccumulation of two electrons on a fused dipyridophenazine (dppz)–pyridoquinolinone ligand?
  Philipp Traber,Stephan Kupfer,Stefanie Gr?fe,Isabelle Baussanne,Martine Demeunynck,Jean-Marie Mouesca,Serge Gambarelli,Vincent Artero,Murielle Chavarot-Kerlidou Chem. Sci., 2018,9, 4152-4159
• 3. An integrated droplet-digital microfluidic system for on-demand droplet creation, mixing, incubation, and sorting?
  Lab Chip, 2019,19, 524-535
• 4. An amphoteric reactivity of a mixed-valent bis(μ-oxo)dimanganese(iii,iv) complex acting as an electrophile and a nucleophile?
  Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
• 5. An anti-leakage liquid metal thermal interface material
  Kaiyuan Huang,Wangkang Qiu,Meilian Ou,Xiaorui Liu,Zenan Liao,Sheng Chu RSC Adv., 2020,10, 18824-18829

• Solvents and Organic Chemicals Organic Compounds Heterocyclic Compounds

• 14625-56-0(Benzoxazole, 2-(2-naphthalenyl)-)
• 904-39-2(Benzoxazole, 2,2'-(1,4-phenylene)bis-)
• 7420-86-2(5-Methyl-2-phenylbenzoxazole)
• 14625-58-2(Benzoxazole,2-(3-methylphenyl)-)
• 16155-55-8(Benzoxazole,2-(3,4-dimethylphenyl)-)
• 3574-02-5(2-phenylnaphtho[1,2-d][1,3]oxazole)
• 835-71-2(2-(p-Tolyl)benzoxazole)
• 59049-84-2(1,3-Bis(benzo[d]oxazol-2-yl)benzene)
• 16155-94-5(Benzoxazole,5-methyl-2-(4-methylphenyl)-)
• 14016-00-3(Benzoxazole, 6-methyl-2-phenyl-)