829-35-6 (2-(4-甲氧基苯基)-1,3,4-噁二唑,2-(4-Methoxyphenyl)-1,3,4-oxadiazole)

_100%

反应条件：

1.1 12 h, reflux

参考文献：

Palladium-Catalyzed Domino Allenamide Carbopalladation/Direct C-H Allylation of Heteroarenes: Synthesis of Primprinine and Papaverine Analogues

Hedouin, Jonathan; et al, Organic Letters, 2018, 20(19), 6027-6032

合成路线：1 步

_100%

反应条件：

1.1 Catalysts: Ammonium chloride Solvents: Ethanol ; 30 min, rt → reflux

参考文献：

Efficient synthesis of 1,3,4-oxadiazoles promoted by NH4Cl

Gnanasekaran, Krishna Kumar; et al, Tetrahedron Letters, 2014, 55(50), 6776-6778

合成路线：1 步

_99%

反应条件：

1.1 rt → 140 °C; 6 h, 140 °C

参考文献：

Amination of Benzoxazoles and 1,3,4-Oxadiazoles Using 2,2,6,6-Tetramethylpiperidine-N-oxoammonium Tetrafluoroborate as an Organic Oxidant

Wertz, Sebastian; et al, Angewandte Chemie, 2011, 50(48), 11511-11515

合成路线：1 步

149-73-5

_96%

反应条件：

1.1 Catalysts: Montmorillonite ((Al1.33-1.67Mg0.33-0.67)(Ca0-1Na0-1)0.33Si4(OH)2O10.xH2O) (Al(3+) exchanged) ; 15 min, 55 °C

参考文献：

Microwave promoted one-pot synthesis of 2-aryl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazole derivatives using Al3+-K10 clay as a heterogeneous catalyst

Suresh, Dhanusu; et al, Tetrahedron Letters, 2014, 55(27), 3678-3682

合成路线：1 步

100-06-1

_92%

反应条件：

1.1 Reagents: Iodine Solvents: Dimethyl sulfoxide , Water ; rt; 110 °C
1.2 Reagents: Potassium carbonate ; 15 h, 110 °C

参考文献：

Direct Annulation of Hydrazides to 1,3,4-Oxadiazoles via Oxidative C(CO)-C(Methyl) Bond Cleavage of Methyl Ketones

Gao, Qinghe; et al, Organic Letters, 2015, 17(12), 2960-2963

合成路线：1 步

288-99-3

696-62-8

_90%

反应条件：

1.1 Reagents: Zincate(2-), dichlorobis(2,2,6,6-tetramethyl-1-piperidinyl)-, lithium (1:2), (T-… Solvents: Tetrahydrofuran ; 25 °C; 5 min, 25 °C
1.2 Catalysts: Tetrakis(triphenylphosphine)palladium , 1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] ; 2 h, 50 °C
1.3 Reagents: Ammonium chloride Solvents: Water

参考文献：

Functionalization of 1,3,4-Oxadiazoles and 1,2,4-Triazoles via Selective Zincation or Magnesiation Using 2,2,6,6-Tetramethylpiperidyl Bases

Schwaerzer, Kuno; et al, Organic Letters, 2020, 22(5), 1899-1902

合成路线：1 步

1895-39-2

_86%

反应条件：

1.1 Reagents: Tripotassium phosphate Solvents: Acetonitrile ; 1 h, 100 °C

参考文献：

[4+1] cyclization of benzohydrazide and ClCF2COONa towards 1,3,4-oxadiazoles and 1,3,4-oxadiazoles-d5

Wang, Ya; et al, Chinese Chemical Letters, 2022, 33(3), 1511-1514

合成路线：1 步

68-12-2

_76%

反应条件：

1.1 Reagents: Lithium perchlorate Catalysts: Cuprous iodide Solvents: Dimethylformamide ; 1.5 h, 100 °C
1.2 Reagents: Water

参考文献：

Synthesis of N-Sulfonyl Amidines and 1,3,4-Oxadiazoles through Electrochemical Activation of DMF

Mahanty, Kingshuk; et al, Advanced Synthesis & Catalysis, 2023, 365(1), 96-103

合成路线：1 步

68-12-2

_64%

反应条件：

1.1 Reagents: Potassium persulfate Catalysts: Cuprous iodide ; 1 h, 120 °C

参考文献：

DMF as Methine Source: Copper-Catalyzed Direct Annulation of Hydrazides to 1,3,4-Oxadiazoles

Wang, Shoucai; et al, Advanced Synthesis & Catalysis, 2019, 361(17), 3986-3990

合成路线：1 步

536-74-3

_71%

反应条件：

1.1 Reagents: Iodine , Oxygen Solvents: Dimethyl sulfoxide ; 6 h, 120 °C
1.2 Reagents: Potassium carbonate , Oxygen ; 2 h, 120 °C

参考文献：

Iodine-Mediated Domino Oxidative Cyclization: One-Pot Synthesis of 1,3,4-Oxadiazoles via Oxidative Cleavage of C(sp2)-H or C(sp)-H Bond

Fan, Yuxing; et al, Journal of Organic Chemistry, 2016, 81(15), 6820-6825

合成路线：1 步

1957190-76-9

_67%

反应条件：

1.1 Catalysts: Trifluoroacetic acid Solvents: Toluene ; 12 h, 130 °C; 130 °C → rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ; rt

参考文献：

Synthesis of 1,3,4-Oxadiazoles via Annulation of Hydrazides and Benzene-1,3,5-triyl Triformate under Metal-Free Conditions

Yin, Zhiping; et al, Synthesis, 2018, 50(16), 3238-3242

合成路线：1 步

100-42-5

_60%

反应条件：

1.1 Reagents: Iodine , Oxygen Solvents: Dimethyl sulfoxide ; 6 h, 120 °C
1.2 Reagents: Potassium carbonate , Oxygen ; 2 h, 120 °C

参考文献：

Iodine-Mediated Domino Oxidative Cyclization: One-Pot Synthesis of 1,3,4-Oxadiazoles via Oxidative Cleavage of C(sp2)-H or C(sp)-H Bond

Fan, Yuxing; et al, Journal of Organic Chemistry, 2016, 81(15), 6820-6825

合成路线：1 步

64-18-6

_54%

反应条件：

1.1 Reagents: Potassium hydroxide , Phosphorus oxychloride Solvents: Toluene , Water ; rt; 30 min, rt; 3 - 4 h, reflux; reflux → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; rt; cooled

参考文献：

Synthesis and antimicrobial evaluation of newer 1,3,4-oxadiazole derivatives containing R-phenyl moiety under conventional conditions

Pagare, Ashwini H.; et al, International Journal of TechnoChem Research, 2016, 2(2), 158-164

合成路线：1 步

反应条件：

1.1 Reagents: Methyl iodide , Potassium carbonate Solvents: Dimethylformamide ; 15 min, rt; 10 h, rt
1.2 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ; 10 h, reflux
1.3 8 h, 140 °C

参考文献：

Transition metal-free direct C-H bond thiolation of 1,3,4-oxadiazoles and related heteroarenes

Zou, Liang-Hua; et al, Chemical Communications (Cambridge, 2012, 48(92), 11307-11309

合成路线：1 步

28004-70-8

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Water ; rt; cooled

参考文献：

Synthesis and antimicrobial evaluation of newer 1,3,4-oxadiazole derivatives containing R-phenyl moiety under conventional conditions

Pagare, Ashwini H.; et al, International Journal of TechnoChem Research, 2016, 2(2), 158-164

合成路线：2 步

121-98-2

反应条件：

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ; 8 h, reflux
2.1 Solvents: Ethanol ; 5 h, 140 °C

参考文献：

Synthesis of 2-aryl-5-(arylsulfonyl)-1,3,4-oxadiazoles as potent antibacterial and antioxidant agents

Boddapati, S. N. Murthy; et al, Turkish Journal of Chemistry, 2022, 46(3), 766-776

合成路线：2 步

121-98-2

反应条件：

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Methanol , Water ; 4 h, reflux
2.1 Catalysts: p-Toluenesulfonic acid ; 4 h, reflux

参考文献：

A base-induced ring-opening process of 2-substituted-1,3,4-oxadiazoles for the generation of nitriles at room temperature

Lu, Guo-ping; et al, Journal of Chemical Research, 2014, 38(6), 371-374

合成路线：2 步

121-98-2

反应条件：

1.1 Reagents: Hydrazine hydrate (1:1) ; 2 h, 80 °C
2.1 Catalysts: p-Toluenesulfonic acid Solvents: Triethyl orthoformate ; overnight, 140 °C

参考文献：

Room-Temperature Copper-Catalyzed Oxidation of Electron-Deficient Arenes and Heteroarenes Using Air

Liu, Qiang; et al, Angewandte Chemie, 2012, 51(19), 4666-4670

合成路线：2 步

628-36-4

反应条件：

1.1 Reagents: Phosphorus pentoxide ; 4 h, 100 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ; neutralized, cooled
2.1 Reagents: Zincate(2-), dichlorobis(2,2,6,6-tetramethyl-1-piperidinyl)-, lithium (1:2), (T-… Solvents: Tetrahydrofuran ; 25 °C; 5 min, 25 °C
2.2 Catalysts: Tetrakis(triphenylphosphine)palladium , 1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] ; 2 h, 50 °C
2.3 Reagents: Ammonium chloride Solvents: Water

参考文献：

Functionalization of 1,3,4-Oxadiazoles and 1,2,4-Triazoles via Selective Zincation or Magnesiation Using 2,2,6,6-Tetramethylpiperidyl Bases

Schwaerzer, Kuno; et al, Organic Letters, 2020, 22(5), 1899-1902

合成路线：2 步

94-30-4

反应条件：

1.1 Reagents: Hydrazine hydrate (1:1) ; 30 min, rt; 8 - 9 h, 60 °C
2.1 Reagents: Potassium hydroxide , Phosphorus oxychloride Solvents: Toluene , Water ; rt; 30 min, rt; 3 - 4 h, reflux; reflux → rt
2.2 Reagents: Hydrochloric acid Solvents: Water ; rt; cooled

参考文献：

Synthesis and antimicrobial evaluation of newer 1,3,4-oxadiazole derivatives containing R-phenyl moiety under conventional conditions

Pagare, Ashwini H.; et al, International Journal of TechnoChem Research, 2016, 2(2), 158-164

合成路线：2 步

94-30-4

反应条件：

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ; 2 h, 5 °C → reflux
2.1 12 h, 100 - 110 °C

参考文献：

Synthesis of novel 1-[5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]piperazine derivatives and evaluation of their in vivo anticonvulsant activity

Harish, Kikkeri P.; et al, European Journal of Medicinal Chemistry, 2013, 65, 276-283

合成路线：2 步

94-30-4

反应条件：

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ; 30 h, 100 °C
2.1 Solvents: Triethyl orthoformate ; 4 h, 140 °C

参考文献：

A Metal-Free Route to 2-Aminooxazoles by Taking Advantage of the Unique Ring Opening of Benzoxazoles and Oxadiazoles with Secondary Amines

Joseph, Jomy; et al, Chemistry - A European Journal, 2011, 17(30), 8294-8298

合成路线：3 步

64-17-5

反应条件：

1.1 Catalysts: Sulfuric acid ; 30 min, rt
2.1 Reagents: Hydrazine hydrate (1:1) ; 30 min, rt; 8 - 9 h, 60 °C
3.1 Reagents: Potassium hydroxide , Phosphorus oxychloride Solvents: Toluene , Water ; rt; 30 min, rt; 3 - 4 h, reflux; reflux → rt
3.2 Reagents: Hydrochloric acid Solvents: Water ; rt; cooled

参考文献：

Synthesis and antimicrobial evaluation of newer 1,3,4-oxadiazole derivatives containing R-phenyl moiety under conventional conditions

Pagare, Ashwini H.; et al, International Journal of TechnoChem Research, 2016, 2(2), 158-164

合成路线：3 步

64-17-5

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Ethanol ; 5 h, 5 °C → reflux
2.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ; 2 h, 5 °C → reflux
3.1 12 h, 100 - 110 °C

参考文献：

Synthesis of novel 1-[5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]piperazine derivatives and evaluation of their in vivo anticonvulsant activity

Harish, Kikkeri P.; et al, European Journal of Medicinal Chemistry, 2013, 65, 276-283

合成路线：3 步

67-56-1

反应条件：

1.1 Reagents: Sulfuric acid ; 4 h, reflux
2.1 Reagents: Hydrazine hydrate (1:1) Solvents: Methanol , Water ; 4 h, reflux
3.1 Catalysts: p-Toluenesulfonic acid ; 4 h, reflux

参考文献：

A base-induced ring-opening process of 2-substituted-1,3,4-oxadiazoles for the generation of nitriles at room temperature

Lu, Guo-ping; et al, Journal of Chemical Research, 2014, 38(6), 371-374

合成路线：3 步

67-56-1