91-73-6 (N,N-二苄基苯胺,N,N-Dibenzylaniline)

_100%

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Water ; 12 h, reflux

参考文献：

Synthesis and evaluation of p-N,N-dialkyl substituted chalcones as anti-cancer agents

Nelson, Grady; et al, Medicinal Chemistry Research, 2013, 22(10), 4610-4614

合成路线：1 步

_99%

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Ethanol , Water ; 3.5 h, 70 - 75 °C

参考文献：

Catalyst-free and highly selective N,N-dibenzylation of anilines in aqueous phase

Wang, Rui; et al, Huaxue Shiji, 2017, 39(3), 235-240

合成路线：1 步

_99%

反应条件：

1.1 Catalysts: Copper oxide (CuO) (modified montmorillonite-KSF) ; 0.5 h, rt

参考文献：

An expeditious N,N-dibenzylation of anilines under ultrasonic irradiation conditions using low loading Cu(II)-clay heterogeneous catalyst

Dar, Bashir Ahmad; et al, Tetrahedron Letters, 2015, 56(1), 136-141

合成路线：1 步

88284-48-4

_99%

反应条件：

1.1 Reagents: Cesium fluoride Solvents: Acetonitrile ; 5 h, rt

参考文献：

Facile N-Arylation of Amines and Sulfonamides and O-Arylation of Phenols and Arenecarboxylic Acids

Liu, Zhijian; et al, Journal of Organic Chemistry, 2006, 71(8), 3198-3209

合成路线：1 步

88284-48-4

_99%

反应条件：

1.1 Solvents: Acetonitrile

参考文献：

Novel aryne chemistry in organic synthesis

Liu, Zhijian, 2006, , 67(11),

合成路线：1 步

100-44-7

_98%

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Ethanol , Water ; 3.5 h, 70 - 75 °C

参考文献：

Catalyst-free and highly selective N,N-dibenzylation of anilines in aqueous phase

Wang, Rui; et al, Huaxue Shiji, 2017, 39(3), 235-240

合成路线：1 步

100-44-7

_94%

反应条件：

1.1 Reagents: Sodium bicarbonate , Sodium dodecyl sulfate Solvents: Water ; 5 min, 80 °C
1.2 1.5 h, 80 °C; cooled

参考文献：

Aqueous-mediated N-alkylation of amines

Singh, Chingakham B.; et al, European Journal of Organic Chemistry, 2007, (8), 1369-1377

合成路线：1 步

100-44-7

_76%

反应条件：

1.1 Catalysts: 3,5,7-Triaza-1-azoniatricyclo[3.3.1.13,7]decane, 1-[3-(triethoxysilyl)propyl]-, … (supported on silica coated iron oxide nanoparticles) Solvents: Ethanol ; 360 min, 60 °C

参考文献：

N-Benzylation of primary amines using magnetic Fe3O4 nanoparticles functionalized with hexamethylenetetramine as an efficient and recyclable heterogeneous catalyst

Noori, Samira; et al, Journal of Molecular Structure, 2020, 1219,

合成路线：1 步

_98%

反应条件：

1.1 Catalysts: Gold , Titania Solvents: Toluene ; 48 h, 150 °C

参考文献：

Direct One-Pot Reductive N-Alkylation of Nitroarenes by using Alcohols with Supported Gold Catalysts

Tang, Chun-Hong; et al, Chemistry - A European Journal, 2011, 17(26), 7172-7177

合成路线：1 步

_96%

反应条件：

1.1 Catalysts: Gold ; 8 h, 160 °C

参考文献：

Fe2O3-supported nano-gold catalyzed one-pot synthesis of N-alkylated anilines from nitroarenes and alcohols

Peng, Qiling; et al, Chemical Communications (Cambridge, 2011, 47(22), 6476-6478

合成路线：1 步

_88%

反应条件：

1.1 Catalysts: Carbonyldihydrotris(triphenylphosphine)ruthenium ; 16 h, 150 °C

参考文献：

Ruthenium-Catalyzed One-Pot Aromatic Secondary Amine Formation from Nitroarenes and Alcohols

Liu, Yong; et al, Chemistry - An Asian Journal, 2011, 6(5), 1142-1146

合成路线：1 步

76464-91-0

_98%

反应条件：

1.1 Reagents: 2596252-88-7 Solvents: Dimethylformamide ; 36 h, rt

参考文献：

A Bottleable Imidazole-Based Radical as a Single Electron Transfer Reagent

Das, Arpan; et al, Journal of Organic Chemistry, 2021, 86(1), 1246-1252

合成路线：1 步

108-86-1

_97%

反应条件：

1.1 Reagents: Potassium bis(trimethylsilyl)amide Solvents: 1,4-Dioxane ; 25 °C; 10 - 90 min, 100 °C

参考文献：

Transition metal-free amination of aryl halides-A simple and reliable method for the efficient and high-yielding synthesis of N-arylated amines

Bolliger, Jeanne L.; et al, Tetrahedron, 2009, 65(6), 1180-1187

合成路线：1 步

108-86-1

_85%

反应条件：

1.1 Reagents: Sodium tert-butoxide Catalysts: Dichlorobis(tri-o-tolylphosphine)palladium Solvents: Toluene

参考文献：

Rapid microwave induced palladium catalyzed amination of aryl bromides

Sharifi, Ali; et al, Monatshefte fuer Chemie, 2002, 133(3), 329-332

合成路线：1 步

108-86-1

_67%

反应条件：

1.1 Reagents: Sodium tert-butoxide Catalysts: Silver triflate , Palladium, bis[μ-[1-[2,6-bis(1-methylethyl)phenyl]-2-(diphenylphosphino-κP)-1H-i… Solvents: Toluene ; overnight, 100 °C

参考文献：

Effect of Precatalyst Oxidation State in C-N Cross-Couplings with 2-Phosphinoimidazole-Derived Bimetallic Pd(I) and Pd(II) Complexes

Martinez, Erin E.; et al, Organometallics, 2021, 40(16), 2763-2767

合成路线：1 步

2188235-47-2

_96%

反应条件：

1.1 Reagents: Water Catalysts: Tris(pentafluorophenyl)borane Solvents: Chloroform ; rt → 80 °C; 24 h, 80 °C

参考文献：

B(C6F5)3-Catalyzed Regioselective Deuteration of Electron-Rich Aromatic and Heteroaromatic Compounds

Li, Wu; et al, Organic Letters, 2017, 19(21), 5768-5771

合成路线：1 步

853955-69-8

_95%

反应条件：

1.1 Reagents: Lithium tert-butoxide Catalysts: (2,4,6-Trimethylphenyl)copper , 2-(Di-tert-butylphosphino)biphenyl Solvents: 1,4-Dioxane ; rt

参考文献：

Mesitylcopper(I)

Tsuda, Tetsuo; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2015, 1, 1-5

合成路线：1 步

853955-69-8

_90%

反应条件：

1.1 Reagents: Lithium tert-butoxide Catalysts: Cuprous iodide , 2-(Di-tert-butylphosphino)biphenyl Solvents: 1,4-Dioxane ; 15 min, rt
1.2 Solvents: 1,4-Dioxane ; rt; 4 h, rt
1.3 Reagents: Water
1.4 Reagents: Hydrochloric acid Solvents: Water
1.5 Reagents: Sodium hydroxide Solvents: Water ; neutralized
1.6 Reagents: Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 30 min, rt
1.7 Reagents: Sodium thiosulfate Solvents: Water

参考文献：

Copper-catalyzed electrophilic amination of arylsilanes with hydroxylamines

Miki, Yuya; et al, Organic Letters, 2013, 15(1), 172-175

合成路线：1 步

_94%

反应条件：

1.1 Catalysts: Aluminum copper oxide (modified hydrothermal method) Solvents: Toluene ; 24 h, 1 atm, 160 °C

参考文献：

Synthesis of unsymmetric tertiary amines via alcohol amination

Pang, Shaofeng; et al, Chemical Communications (Cambridge, 2015, 51(46), 9471-9474

合成路线：1 步

_91%

反应条件：

1.1 Catalysts: Alumina (10 wt% Cu and 5 wt% Co) Solvents: Toluene ; 16 h, 1 bar, 190 °C

参考文献：

Tunable mono- and di-methylation of amines with methanol over bimetallic CuCo nanoparticle catalysts

Li, Ke-Ming; et al, Green Chemistry, 2022, 24(15), 5965-5977

合成路线：1 步

930-68-7

_94%

反应条件：

1.1 Reagents: Oxygen Catalysts: Benzoic acid , Dichlorobis(methyldiphenylphosphine)palladium Solvents: Toluene ; 3 h, rt
1.2 rt → 100 °C; 18 h, 100 °C

参考文献：

Pd-Catalyzed Synthesis of Aryl Amines via Oxidative Aromatization of Cyclic Ketones and Amines with Molecular Oxygen

Girard, Simon A.; et al, Organic Letters, 2012, 14(21), 5606-5609

合成路线：1 步

_94%

反应条件：

1.1 Catalysts: Methanesulfonic acid, trifluoro-, copper(1+) salt, compd. with benzene (2:2:1) Solvents: Tetrahydrofuran

参考文献：

Electrophilic amination of carbanions, enolates, and their surrogates

Ciganek, Engelbert, Organic Reactions (Hoboken, 2008, 72, 1-366

合成路线：1 步

_94%

反应条件：

1.1 Catalysts: [μ-[(1,2-η:3,4-η)-benzene]]bis(1,1,1-trifluoromethanesulfonato-κO)dicopper Solvents: Tetrahydrofuran

参考文献：

Catalytic electrophilic amination reactions

Berman, Ashley M., 2007, , 68(6),

合成路线：1 步

_94%

反应条件：

1.1 Catalysts: Methanesulfonic acid, trifluoro-, copper(1+) salt, compd. with benzene (2:2:1) Solvents: Tetrahydrofuran ; 1 h, rt

参考文献：

Copper-Catalyzed Electrophilic Amination of Organozinc Nucleophiles: Documentation of O-Benzoyl Hydroxylamines as Broadly Useful R2N(+) and RHN(+) Synthons

Berman, Ashley M.; et al, Journal of Organic Chemistry, 2006, 71(1), 219-224

合成路线：1 步

3262-89-3

_94%

反应条件：

1.1 Reagents: Potassium carbonate Solvents: 1,4-Dioxane ; 20 h, 130 °C; 4 h, 130 °C

参考文献：

Transition-Metal-Free Electrophilic Amination of Arylboroxines

Xiao, Qing; et al, Organic Letters, 2012, 14(16), 4230-4233

合成路线：1 步

_93%

反应条件：

1.1 Reagents: Phenylsilane Catalysts: Bis(dichloro(η6-p-cymene)ruthenium) ; 16 h, 80 °C

参考文献：

Selective ruthenium-catalyzed double reductive aminations using hydrosilane to access tertiary amines and piperidine derivatives

Li, Bin; et al, Tetrahedron Letters, 2018, 59(38), 3467-3472

合成路线：1 步

_81%

反应条件：

1.1 Reagents: (T-4)-(N,N-Diethylethanamine)trihydroboron ; 0 °C; 24 h, 70 °C

参考文献：

Chemoselective synthesis of tertiary and secondary amines by reductive amination of aldehydes

Xiong, Wan-Jin; et al, Tetrahedron Letters, 2023, 127,

合成路线：1 步

_50%

反应条件：

1.1 Reagents: Hantzsch ester ; 48 h, 150 °C

参考文献：

Solvent- and catalyst-free direct reductive amination of aldehydes and ketones with Hantzsch ester: synthesis of secondary and tertiary amines

Nguyen, Quynh Pham Bao; et al, Tetrahedron, 2013, 69(24), 4938-4943

合成路线：1 步

100-58-3

_92%

反应条件：

1.1 Reagents: Cupric chloride Solvents: Tetrahydrofuran

参考文献：

Mech. Studies of a Copper-Catalyzed Electrophilic Amination of Diorganozinc Reagents by O-Benzoyl N,N-Dialkylhydroxylamines; Dev. of a 3-Exo-Dig Cycl. for the Prepare of Vinylidene Cyclopropanes; Total Synth. of (+)-Polyanthellin A

Campbell, Matthew James, 2009, , ,

合成路线：1 步

100-58-3

_92%

反应条件：

1.1 Reagents: Cupric chloride Solvents: Tetrahydrofuran

参考文献：

Electrophilic amination of carbanions, enolates, and their surrogates

Ciganek, Engelbert, Organic Reactions (Hoboken, 2008, 72, 1-366

合成路线：1 步

100-58-3

_92%

反应条件：

1.1 Catalysts: Cupric chloride Solvents: Tetrahydrofuran ; rt; 15 min, rt
1.2 Reagents: Ammonium hydroxide , Ammonium chloride Solvents: Diethyl ether , Water ; rt

参考文献：

Mechanistic Studies of the Copper-Catalyzed Electrophilic Amination of Diorganozinc Reagents and Development of a Zinc-Free Protocol

Campbell, Matthew J.; et al, Organic Letters, 2007, 9(8), 1521-1524

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Tin, dibutylchloro(hexamethyl phosphoric triamide-κO)hydro-, (TB-5-12)- Solvents: Tetrahydrofuran
1.2 -
1.3 Reagents: Methanol

参考文献：

Highly Coordinated Tin Hydrides: A Novel Synthesis of Tertiary Amines via Hydrostannation of Imines

Kawakami, Takayo; et al, Journal of Organic Chemistry, 1995, 60(9), 2677-82

合成路线：1 步

_87%

反应条件：

1.1 Catalysts: 1-Benzyl-1,4-dihydronicotinamide Solvents: Acetonitrile

参考文献：

BNAH-mediated free radical addition to aromatic imines

Jin, M.; et al, Tetrahedron Letters, 2000, 41(38), 7357-7360

合成路线：1 步

_77%

反应条件：

1.1 Reagents: Phenylsilane , Oxygen Catalysts: Bis(dichloro(η6-p-cymene)ruthenium) Solvents: Acetonitrile ; 16 h, 80 °C

参考文献：

"One pot" synthesis of tertiary amines: Ru(II) catalyzed direct reductive N-benzylation of imines with benzyl bromide derivatives

Li, Bin; et al, Tetrahedron Letters, 2017, 58(2), 137-141

合成路线：1 步

103-82-2

_91%

反应条件：

1.1 Reagents: 2,6-Lutidine , Triethoxysilane Catalysts: Tetraphenylporphyrin , Iron iodide (FeI2) , 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile Solvents: Acetonitrile ; 24 h, 65 °C
1.2 Reagents: Water

参考文献：

Decarboxylative tandem C-N coupling with nitroarenes via SH2 mechanism

Wang, Shuaishuai; et al, Nature Communications, 2022, 13(1),

合成路线：1 步

108-90-7

_90%

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: Borate(1-), tetraphenyl-, silver(1+) (1:1) , 2012607-37-1 Solvents: 1,4-Dioxane ; 25 h, 100 °C

参考文献：

A Bis(silylene)-Substituted ortho-Carborane as a Superior Ligand in the Nickel-Catalyzed Amination of Arenes

Zhou, Yu-Peng; et al, Angewandte Chemie, 2016, 55(41), 12868-12872

合成路线：1 步

108-90-7

_84%

反应条件：

1.1 Solvents: Toluene
1.2 Reagents: Potassium tert-butoxide
1.3 Solvents: Dichloromethane

参考文献：

Synthesis of 2,3-dihydroindoles, indoles, and anilines by transition metal-free amination of aryl chlorides

Beller, Matthias; et al, Journal of Organic Chemistry, 2001, 66(4), 1403-1412

合成路线：1 步

108-90-7

_50%

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: Nickelate(1-), [N2,N6-bis[2,6-bis(1-methylethyl)phenyl]-2,6-pyridinedicarboxamid… Solvents: Dimethyl sulfoxide ; 3 h, 110 °C

参考文献：

C-N Cross-coupling Reactions of Amines with Aryl Halides Using Amide-Based Pincer Nickel(II) Catalyst

Albkuri, Yahya M.; et al, Catalysis Letters, 2020, 150(6), 1669-1678

合成路线：1 步

1791417-79-2

_90%

反应条件：

1.1 Catalysts: Cuprous iodide Solvents: Tetrahydrofuran ; 10 min, rt
1.2 1 h, rt
1.3 Solvents: Water ; rt

参考文献：

Copper-Catalyzed Electrophilic Amination of Organoaluminum Nucleophiles with O-Benzoyl Hydroxylamines

Zhou, Shuangliu; et al, Journal of Organic Chemistry, 2015, 80(12), 6323-6328

合成路线：1 步

5123-13-7

_89%

反应条件：

1.1 Reagents: Lithium tert-butoxide Catalysts: Cupric acetate , 1,2-Bis(diphenylphosphino)benzene Solvents: Tetrahydrofuran ; 15 min, rt
1.2 Solvents: Tetrahydrofuran ; rt; 4 h, rt
1.3 Reagents: Water

参考文献：

Copper-Catalyzed Amination of Arylboronates with N,N-Dialkylhydroxylamines

Matsuda, Naoki; et al, Angewandte Chemie, 2012, 51(15), 3642-3645

合成路线：1 步

380650-18-0

_88%

反应条件：

1.1 Reagents: Sodium acetate Solvents: Tetrahydrofuran ; 24 h, 70 °C

参考文献：

Stoichiometric Reductive C-N Bond Formation of Arylgold(III) Complexes with N-Nucleophiles

Lavy, Severine; et al, Advanced Synthesis & Catalysis, 2010, 352(17), 2993-3000

合成路线：1 步

2144812-10-0

_88%

反应条件：

1.1 Catalysts: Nickel chloride hexahydrate , 4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine Solvents: Dimethylformamide , Tetrahydrofuran ; 1 h, rt

参考文献：

Reaction of Nitrogen-Radicals with Organometallics Under Ni-Catalysis: N-Arylations and Amino-Functionalization Cascades

Angelini, Lucrezia; et al, Angewandte Chemie, 2019, 58(15), 5003-5007

合成路线：1 步

212203-90-2

_88%

反应条件：

1.1 Reagents: Potassium carbonate , Pentafluoroiodobenzene Catalysts: 2,4,6-Tris(diphenylamino)-5-fluoro-1,3-benzenedicarbonitrile Solvents: Dichloromethane ; 24 h, rt

参考文献：

Synthesis of N-aryl amines enabled by photocatalytic dehydrogenation

Kim, Jungwon; et al, Chemical Science, 2021, 12(5), 1915-1923

合成路线：1 步

103-32-2

_87%

反应条件：

1.1 Reagents: Sodium carbonate Catalysts: Chloro[2-(diphenylphosphino-κP)benzenesulfonato-κO][(1,2,3,4,5,6-η)-1-methyl-4-(… Solvents: Toluene ; 24 h, 150 °C

参考文献：

Ruthenium-catalyzed chemoselective alkylation of nitroarenes with alkanols

Ma, Shuang-Shuang; et al, Organic Chemistry Frontiers, 2021, 8(23), 6710-6719

合成路线：1 步

103-32-2

_87%

反应条件：

1.1 Catalysts: Palladium ; 12 h, 160 °C

参考文献：

Palladium catalyzed N-alkylation of amines with alcohols

Zhang, Yan; et al, Tetrahedron Letters, 2011, 52(12), 1334-1338

合成路线：1 步

103-32-2

_84%

反应条件：

1.1 Reagents: Silver tetrafluoroborate Catalysts: [1-Butyl-1,3-dihydro-3-(2-hydroxy-2-methylpropyl)-2H-imidazol-2-ylidene]dichloro… Solvents: Acetonitrile ; 15 min, rt
1.2 Solvents: Toluene ; 15 h, 110 °C; cooled

参考文献：

A highly active bifunctional iridium complex with an alcohol/alkoxide-tethered N-heterocyclic carbene for alkylation of amines with alcohols

Bartoszewicz, Agnieszka; et al, Chemistry - A European Journal, 2012, 18(45), 14510-14519

合成路线：1 步

2678524-67-7

_87%

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ; 30 min, rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ; rt

参考文献：

Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

Fang, Jing; et al, Chinese Chemical Letters, 2022, 33(1), 288-292

合成路线：1 步

_86%

反应条件：

1.1 Reagents: Phenylsilane Catalysts: Ruthenium (embedded on ordered mesoporous carbon) Solvents: Methanol ; 16 h, 40 °C

参考文献：

Ruthenium nanoparticle catalyzed selective reductive amination of imine with aldehyde to access tertiary amines

Li, Bin; et al, Chemical Communications (Cambridge, 2018, 54(66), 9214-9217

合成路线：1 步

_78%

反应条件：

1.1 Reagents: Oxygen , Pinacolborane Catalysts: 1-Butyl-3-methylimidazolium tetrachloroferrate Solvents: Water ; 2 h, rt

参考文献：

Recyclable Metallic Imidazolium-Based Ionic Liquid-Catalyzed Selective Mono- and Double-Hydroboration in Water

Lin, Zirui; et al, ACS Sustainable Chemistry & Engineering, 2022, 10(41), 13742-13749

合成路线：1 步

945-51-7

_85%