95-70-5 (2,5-二氨基甲苯,2,5-Diaminotoluene (&gt;80%))

_92%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ; 15 min, 0.2 MPa, 50 °C

参考文献：

Pd-Pt/modified GO as an efficient and selective heterogeneous catalyst for the reduction of nitroaromatic compounds to amino aromatic compounds by the hydrogen source

Salahshournia, Hossein; Ghiaci, Mehran, Applied Organometallic Chemistry, 2019, 33(4),

合成路线：1 步

反应条件：

1.1 Reagents: Ammonia borane Solvents: Methanol ; 5 min, 30 °C
1.2 Catalysts: Palladium ; 30 min, 30 °C

参考文献：

A capping agent dissolution method for the synthesis of metal nanosponges and their catalytic activity towards nitroarene reduction under mild conditions

Ghosh, Sourav; Jagirdar, Balaji R., Dalton Transactions, 2018, 47(48), 17401-17411

合成路线：1 步

619-15-8

_95%

反应条件：

1.1 Reagents: Sodium borohydride Catalysts: 1-Vinylimidazole Solvents: Water ; 35 min, rt

参考文献：

Gold nanoparticles anchored onto the magnetic poly(ionic-liquid) polymer as robust and recoverable catalyst for reduction of Nitroarenes

Moghaddam, Firouz Matloubi ; Ayati, Seyed Ebrahim; Firouzi, Hamid Reza; Hosseini, Seyed Hassan; Pourjavadi, Ali, Applied Organometallic Chemistry, 2017, 31(12),

合成路线：1 步

7664-93-9

_68%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Water ; 30 min, rt

参考文献：

Highly thermal conductive benzoxazine-epoxy interpenetrating polymer networks containing liquid crystalline structures

Liu, Ying; Chen, Jiming; Zhang, Yaoheng; Gao, Sheng; Lu, Zaijun ; et al, Journal of Polymer Science, 2017, 55(24), 1813-1821

合成路线：1 步

_97%

反应条件：

1.1 Reagents: Sodium borohydride Catalysts: Palladium chloride , 2618530-56-4 (palladium complex) Solvents: Water ; 6 min, rt

参考文献：

Graphene oxide/poly(imidazole/imidazolium) nanocomposite: An effective support for immobilization of large amounts of Pd nanoparticles

Pourjavadi, Ali; Safaie, Niloofar; Hosseini, Seyed Hassan; Bennett, Craig, Journal of Industrial and Engineering Chemistry (Amsterdam, 2016, 38, 82-92

合成路线：1 步

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium ; 4 h, rt

参考文献：

Structure-Activity and Structure-Property Relationship and Exploratory in Vivo Evaluation of the Nanomolar Keap1-Nrf2 Protein-Protein Interaction Inhibitor

Jiang, Zheng-Yu; Xu, Li-Li; Lu, Meng-Chen; Chen, Zhi-Yun; Yuan, Zhen-Wei; et al, Journal of Medicinal Chemistry, 2015, 58(16), 6410-6421

合成路线：1 步

5307-03-9

反应条件：

1.1 Reagents: Sodium hydroxide , Glucose monohydrate , Aluminum alloy, base, Al,Ni (Raney) Solvents: Water ; 17 h, 25 °C

参考文献：

Effect of glucose on lowering Al-Ni alloy consumption in dehalogenation of halogenoanilines

Weidlich, Tomas; Oprsal, Jakub; Krejcova, Anna; Jasurek, Bohumil, Monatshefte fuer Chemie, 2015, 146(4), 613-620

合成路线：1 步

16714-19-5

_100%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ; 12 h, 1 atm, 50 °C

参考文献：

Unique Chemoselective Hydrogenation using a Palladium Catalyst Immobilized on Ceramic

Monguchi, Yasunari; Marumoto, Takahisa; Ichikawa, Tomohiro; Miyake, Yutaka; Nagae, Yoshiyuki; et al, ChemCatChem, 2015, 7(14), 2155-2160

合成路线：1 步

16714-19-5

_90%

反应条件：

1.1 Catalysts: Palladium Solvents: Methanol ; 50 bar, 50 °C

参考文献：

Systematic evaluation of the palladium-catalyzed hydrogenation under flow conditions

Hattori, Tomohiro; Tsubone, Aya; Sawama, Yoshinari; Monguchi, Yasunari; Sajiki, Hironao, Tetrahedron, 2014, 70(32), 4790-4798

合成路线：1 步

202865-85-8

_69%

反应条件：

1.1 Catalysts: (T-4)-Chlorotris(triphenylphosphine)cobalt , Bis[2-(diphenylphosphino)phenyl] ether Solvents: Toluene ; 20 min, 85 °C
1.2 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Toluene ; 12 h, 100 °C
1.3 Reagents: Hydrochloric acid Solvents: Methanol , Water ; 1 h, rt

参考文献：

A synthetic and mechanistic investigation into the cobalt(I) catalyzed amination of aryl halides

Brennan, Marshall R.; Kim, Dongyoung; Fout, Alison R., Chemical Science, 2014, 5(12), 4831-4839

合成路线：1 步

108-44-1

反应条件：

1.1 Reagents: Hydrochloric acid , Stannous chloride Solvents: Ethanol
1.2 Reagents: Sulfuric acid , Potassium, μ-hydroxy[μ-(nitrato-O:O′)]di-

参考文献：

Synthesis and molecular docking studies of new substituted indazole derivatives for anti-breast cancer activity

Reddy, M. Thirupalu; Reddy, V. Hanuman; Reddy, R. Chenna Krishna; Reddy, V. Krishna; Reddy, Y. V. Rami, Pharma Chemica, 2014, 6(6), 411-417

合成路线：1 步

7664-93-9

_69%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Water

参考文献：

A convenient route to modified multiwall carbon nanotubes with liquid crystal molecules via covalent functionalization

Chen, Xianhong; Wu, Xiaoli; Zou, Jiagui; Wan, Jianping, Journal of Applied Polymer Science, 2012, 124(4), 3399-3406

合成路线：1 步

61594-49-8

_92%

反应条件：

1.1 Reagents: Ammonium formate (polymer-supported) Catalysts: Palladium (carbon-supported) Solvents: Methanol ; 5 h, rt

参考文献：

Palladium-catalyzed simple and efficient hydrogenative cleavage of azo compounds using recyclable polymer-supported formate

Abiraj, Keelara; Srinivasa, Gejjalagere R.; Gowda, D. Channe, Canadian Journal of Chemistry, 2005, 83(5), 517-520

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Formate(1-) (polymer-supported) Catalysts: Magnesium Solvents: Methanol ; 20 min, rt

参考文献：

Polymer-supported formate and magnesium. An efficient transfer hydrogenation system for the facile reduction of azo compounds

Srinivasa, G. R.; Abiraj, K.; Gowda, D. Channe, Journal of Chemical Research, 2005, (2), 123-125

合成路线：1 步

反应条件：

1.1 Reagents: Formic acid (polymer-supported) , Zinc Solvents: Methanol ; 20 min, rt

参考文献：

Clean and efficient hydrogenative cleavage of azo compounds using polymer-supported formate and zinc

Srinivasa, G. R.; Abiraj, K.; Gowda, D. Channe, Synthetic Communications, 2005, 35(9), 1161-1165

合成路线：1 步

反应条件：

1.1 Reagents: Zinc , Ammonium chloride Solvents: Methanol ; 15 min, rt

参考文献：

Reductive cleavage of azo compounds by zinc and ammonium chloride

Sridhara, M. B.; Srinivasa, G. R.; Gowda, D. Channe, Synthetic Communications, 2004, 34(8), 1441-1446

合成路线：1 步

反应条件：

1.1 Reagents: Triethylammonium formate Catalysts: Zinc Solvents: Methanol ; 5 min, rt

参考文献：

Zinc-Catalyzed Hydrogenative Cleavage of Azo Compounds Using Triethylammonium Formate

Srinivasa, G. R.; Abiraj, K.; Gowda, D. Channe, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 2004, 34(2), 223-231

合成路线：1 步

反应条件：

1.1 Reagents: Ammonium acetate Catalysts: Zinc Solvents: Methanol ; 5 min, rt

参考文献：

Hydrogenative cleavage of azo compounds catalyzed by commercial zinc dust using ammonium acetate

Srinivasa, G. R.; Abiraj, K.; Gowda, D. Channe, Indian Journal of Chemistry, 2004, (1), 192-195

合成路线：1 步

反应条件：

1.1 Reagents: Formic acid , Hydrazine ; 0 °C
1.2 Catalysts: Nickel Solvents: Methanol ; 12 h, reflux

参考文献：

Facile transfer hydrogenation of azo compounds to hydrazo compounds and anilines by using Raney Nickel and hydrazinium monoformate

Prasad, H. S.; Gowda, Shankare; Gowda, D. Channe, Synthetic Communications, 2004, 34(1), 1-10

合成路线：1 步

反应条件：

1.1 Reagents: Ammonium formate , Nickel Solvents: Methanol ; 12 min, rt

参考文献：

Rapid cleavage of azo compounds to amine/s using Raney nickel and ammonium formate or formic acid

Gowda, D. Channe; Gowda, Shankare; Abiraj, K., Indian Journal of Chemistry, 2003, (7), 1774-1776

合成路线：1 步

反应条件：

1.1 Reagents: Ammonium formate , Magnesium Solvents: Methanol ; rt; 15 min, rt

参考文献：

Magnesium-catalyzed cost effective and rapid reductive cleavage of azo compounds using ammonium formate

Abiraj, K.; Gowda, Shankare; Gowda, D. Channe, Journal of Chemical Research, 2003, (5), 299-300

合成路线：1 步

611-05-2

_86%

反应条件：

1.1 Reagents: Ammonium chloride Catalysts: Nickel Solvents: Water ; 2.1 h, rt → 90 °C; 90 °C → rt
1.2 Solvents: Ethyl acetate ; 30 min, rt

参考文献：

Nitroarene reduction using Raney nickel alloy with ammonium chloride in water

Bhaumik, Kankan; Akamanchi, K. G., Canadian Journal of Chemistry, 2003, 81(3), 197-198

合成路线：1 步

_42%

反应条件：

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ; 4 h, 2 MPa, 150 °C

参考文献：

Pressure mediated reduction of aromatic nitro compounds with hydrazine hydrate

Kakati, Hari Sankar; Deka, Dibakar Chandra, Indian Journal of Chemical Technology, 2003, 10(1), 60-62

合成路线：1 步

反应条件：

1.1 Reagents: Formic acid, compd. with hydrazine (1:1) Catalysts: Zinc Solvents: Methanol ; 12 min, reflux

参考文献：

Reductive cleavage of azo compounds catalyzed by commercial zinc dust and hydrazinium monoformate as a new hydrogen donor for heterogeneous catalytic transfer hydrogenation

Gowda, Shankare; Abiraj, K.; Gowda, D. Channe, Journal of Chemical Research, 2002, (8), 384-385

合成路线：1 步

反应条件：

1.1 Reagents: Ammonium formate Catalysts: Zinc Solvents: Methanol

参考文献：

Reductive cleavage of azo compounds catalyzed by commercial zinc dust using ammonium formate or formic acid

Gowda, Shankare; Abiraj, K.; Gowda, D. Channe, Tetrahedron Letters, 2002, 43(7), 1329-1331

合成路线：1 步

16714-19-5

_83%

反应条件：

1.1 Reagents: Indium , Hydrochloric acid Solvents: Tetrahydrofuran

参考文献：

Indium-mediated reduction of nitro and azide groups in the presence of HCl in aqueous media

Lee, Jung Gyu; Choi, Kyung Il; Koh, Hun Yeong; Kim, Youseung; Kang, Yonghan; et al, Synthesis, 2001, (1), 81-84

合成路线：1 步

反应条件：

1.1 Reagents: Zinc

参考文献：

The Willgerodt-Kindler reactions. 6. Isomerization of the carbonyl group in alkanones and cycloalkanones

Carmack, Marvin; Behforouz, Mohammad; Berchtold, Glenn A.; Berkowitz, Samuel M.; Wiesler, Donald; et al, Journal of Heterocyclic Chemistry, 1989, 26(5), 1305-18

合成路线：1 步

参考文献：

Synthetic studies on mitomycins: the synthesis of mitosene

Ohnuma, Takeshi; Sekine, Yasuo; Ban, Yoshio, Israel Journal of Chemistry, 1986, 27(1), 73-9

合成路线：1 步

反应条件：

1.1 Reagents: Hydrochloric acid

参考文献：

N,N'-Dihalo-1,4-benzoquinonediimines as antitumor agents

Hodnett, Ernest M.; Prakash, Gopalakrishnan, European Journal of Medicinal Chemistry, 1984, 19(2), 101-4

合成路线：1 步

参考文献：

Nitro derivatives of aromatic azoxy compounds. Part I. 2,2'- and 4,4'-Dimethylazoxybenzene nitration products

Urbanski, Jerzy; Wolak, Ireneusz, Polish Journal of Chemistry, 1984, 58(10-12), 1035-45

合成路线：1 步