86-56-6 (N,N-二甲基-1-萘胺,N,N-Dimethyl-1-naphthylamine)

_97%

反应条件：

1.1 Reagents: Disodium phosphate Solvents: Dimethylformamide ; overnight, rt

参考文献：

Chromo-Orthogonal Deprotection of Carboxylic Acids by Aminonaphthalene and Aminoaniline Photocages

Lovrincevic, Vilma; et al, Journal of Organic Chemistry, 2022, 87(5), 2489-2500

合成路线：1 步

_93%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ; 50 °C
1.2 Reagents: Water

参考文献：

Copper(II)-catalyzed C-H (sp3) oxidation and C-N cleavage: synthesis of methylene-bridged compounds using TMEDA as a carbon source in water

Zhao, Dan; et al, RSC Advances, 2013, 3(26), 10272-10276

合成路线：1 步

_93%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ; rt; 50 °C
1.2 Reagents: Water

参考文献：

Cu(II)-catalyzed C-H (SP3) oxidation and C-N cleavage: base-switched methylenation and formylation using tetramethylethylenediamine as a carbon source

Zhang, Lei; et al, Chemical Communications (Cambridge, 2012, 48(47), 5928-5930

合成路线：1 步

830-70-6

_96%

反应条件：

1.1 Reagents: Hydrazine hydrate (1:1) Catalysts: Tris(2,2′-bipyridyl)ruthenium(II) chloride Solvents: Dimethyl sulfoxide ; 21 h, rt

参考文献：

Visible-Light Photocatalyzed Deoxygenation of N-Heterocyclic N-Oxides

Kim, Kyu Dong; et al, Organic Letters, 2018, 20(23), 7712-7716

合成路线：1 步

830-70-6

_96%

反应条件：

1.1 Reagents: Phenylboronic acid Solvents: Dichloromethane ; 10 min, rt

参考文献：

Deoxygenation of tertiary amine N-oxides under metal free condition using phenylboronic acid

Gupta, Surabhi; et al, Tetrahedron Letters, 2017, 58(10), 909-913

合成路线：1 步

830-70-6

_75%

反应条件：

1.1 Reagents: 3,5-Bis(1,1-dimethylethyl) 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate Catalysts: Tris(2,2′-bipyridyl)dichlororuthenium(II) hexahydrate Solvents: Acetonitrile ; 10 min, rt

参考文献：

Highly Chemoselective Deoxygenation Of N-Heterocyclic N-Oxides Using Hantzsch Esters As Mild Reducing Agents

An, Ju Hyeon; et al, Journal of Organic Chemistry, 2021, 86(3), 2876-2894

合成路线：1 步

67-56-1

_94%

反应条件：

1.1 Catalysts: Zinc oxide (ZnO) , Iridium Solvents: Methanol ; 12 h, 150 °C

参考文献：

Additive-free N-methylation of amines with methanol over supported iridium catalyst

Wang, Jing; et al, Catalysis Science & Technology, 2021, 11(10), 3364-3375

合成路线：1 步

67-56-1

_79%

反应条件：

1.1 Catalysts: Potassium carbonate , Iridium(2+), diammine(1,3-dihydro-1,3-dimethyl-2H-imidazol-2-ylidene)[(1,2,3,4,5… ; 17 h, 120 °C

参考文献：

Efficient and Versatile Catalytic Systems for the N -Methylation of Primary Amines with Methanol Catalyzed by N -Heterocyclic Carbene Complexes of Iridium

Toyooka, Genki; et al, Synthesis, 2018, 50(23), 4617-4626

合成路线：1 步

90-13-1

68-12-2

_93%

反应条件：

1.1 Reagents: Potassium tert-butoxide , Water Catalysts: Bis(1,5-cyclooctadiene)nickel , 7H-Acenaphth[1,2-d]imidazolium, 7,9-bis[2,6-bis(1-methylethyl)phenyl]-, chloride… Solvents: Toluene ; rt; 24 h, 35 °C
1.2 Reagents: Water

参考文献：

Nickel-Catalyzed Amination of Aryl Chlorides with Amides

Li, Jinpeng; et al, Organic Letters, 2021, 23(3), 687-691

合成路线：1 步

50-00-0

_90%

反应条件：

1.1 Reagents: Zinc chloride , Sodium cyanoborohydride Solvents: Methanol ; overnight, rt
1.2 Reagents: Sodium hydroxide Solvents: Water ; basified, rt

参考文献：

Deoxygenation of tertiary amine N-oxides under metal free condition using phenylboronic acid

Gupta, Surabhi; et al, Tetrahedron Letters, 2017, 58(10), 909-913

合成路线：1 步

50-00-0

_87%

反应条件：

1.1 Reagents: Sulfuric acid , Sodium borohydride Solvents: Tetrahydrofuran , Water

参考文献：

Reductive aminations of carbonyl compounds with borohydride and borane reducing agents

Baxter, Ellen W.; et al, Organic Reactions (Hoboken, 2002, 59,

合成路线：1 步

50-00-0

_87%

反应条件：

1.1 Reagents: Sulfuric acid , Sodium borohydride

参考文献：

N-Permethylation of primary and secondary aromatic amines

Giumanini, Angelo G.; et al, Synthesis, 1980, (9), 743-6

合成路线：1 步

77-78-1

_90%

反应条件：

1.1 Reagents: Sodium carbonate Solvents: Water ; 1 h, rt
1.2 Reagents: Potassium hydroxide Solvents: Water ; pH 11 - 13, rt

参考文献：

A simple and effective procedure for the N-permethylation of amino-substituted naphthalenes

Sorokin, Vladimir I.; et al, European Journal of Organic Chemistry, 2003, (3), 496-498

合成路线：1 步

77-78-1

_66%

反应条件：

1.1 Solvents: Pyridine , Water

参考文献：

Employment of pyridine as catalyst in production of dimethyl-α-naphthylamine

Germuth, Frederick G., Journal of the American Chemical Society, 1929, 51, 1555-7

合成路线：1 步

77-78-1

_47%

反应条件：

1.1 < 0 °C
1.2 Reagents: Sodium carbonate Solvents: Water ; 0 °C; 2 h, rt
1.3 Reagents: Potassium hydroxide Solvents: Water ; basified, rt

参考文献：

Highly Twisted N,N-Dialkylamines as a Design Strategy to Tune Simple Aromatic Hydrocarbons as Steric Environment-Sensitive Fluorophores

Sasaki, Shunsuke; et al, Journal of the American Chemical Society, 2016, 138(26), 8194-8206

合成路线：1 步

86-57-7

67-56-1

_89%

反应条件：

1.1 Catalysts: Palladium (supported on KPCN) , Aluminum chloride , Carbon nitride (K-intercalated) Solvents: Acetonitrile , Water ; 6 - 48 h, rt

参考文献：

Photocatalytic Water-Splitting Coupled with Alkanol Oxidation for Selective N-alkylation Reactions over Carbon Nitride

Xu, Yangsen ; et al, ChemSusChem, 2021, 14(2), 582-589

合成路线：1 步

2216-68-4

124-38-9

_81%

反应条件：

1.1 Reagents: Phenylsilane Catalysts: Dimanganese decacarbonyl , 2-(Dicyclohexylphosphino)-9-(2-pyridinyl)-9H-carbazole Solvents: Acetonitrile ; 15 h, 1 bar, 100 °C

参考文献：

Mn-Catalyzed Selective Double and Mono-N-Formylation and N-Methylation of Amines by using CO2

Huang, Zijun; et al, ChemSusChem, 2019, 12(13), 3054-3059

合成路线：1 步

2216-68-4

124-38-9

_73%

反应条件：

1.1 Reagents: Trimethylamineborane Catalysts: 2-Amino-6-methylpyridine Solvents: 1,2-Dichloroethane ; 6 h, 1 atm, 100 °C; 100 °C → rt
1.2 Reagents: Ammonium chloride Solvents: Water

参考文献：

Borane-Trimethylamine Complex as a Reducing Agent for Selective Methylation and Formylation of Amines with CO2

Zhang, Yanmeng; et al, Organic Letters, 2021, 23(21), 8282-8286

合成路线：1 步

4272-77-9

_75%

反应条件：

1.1 Reagents: Chloro(1-methylethyl)magnesium Catalysts: Nickel dichloride , 1,1-Bis(diphenylphosphino)ferrocene Solvents: Tetrahydrofuran ; rt; 24 h, rt

参考文献：

Solid-phase synthesis of unfunctionalized arenes via the traceless cleavage of sulfonate linkers

Kim, Chul-Bae; et al, Bulletin of the Korean Chemical Society, 2011, 32(10), 3655-3659

合成路线：1 步

67530-30-7

703-55-9

_69%

反应条件：

1.1 Solvents: Diethyl ether

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

124-40-3

90-13-1

_57%

反应条件：

1.1 Reagents: Sodium tert-butoxide Catalysts: 1902911-46-9 Solvents: Tetrahydrofuran ; 16 h, 110 °C

参考文献：

Challenging nickel-catalysed amine arylations enabled by tailored ancillary ligand design

Lavoie, Christopher M.; et al, Nature Communications, 2016, 7,

合成路线：1 步

6921-40-0

_51%

反应条件：

1.1 Reagents: Stannous chloride Solvents: Dimethyl sulfoxide ; 10 min, rt
1.2 Catalysts: Allyl chloride ; 6 h, rt

参考文献：

SnCl2 mediated efficient N,N-dialkylation of azides to tertiary-amine via potential stannaimine intermediate

Roy, Ujjal Kanti; et al, Journal of Organometallic Chemistry, 2006, 691(8), 1525-1530

合成路线：1 步

124-38-9

_47%

反应条件：

1.1 Reagents: Phenylsilane Solvents: Dimethylformamide ; 24 h, 1 atm, 90 °C; 90 °C → rt
1.2 Reagents: Water ; rt

参考文献：

Catalyst-free N-methylation of amines using CO2

Niu, Huiying; et al, Chemical Communications (Cambridge, 2017, 53(6), 1148-1151

合成路线：1 步

64-18-6

_46%

反应条件：

1.1 Reagents: Phenylsilane Catalysts: Platinum Solvents: Toluene ; rt → 80 °C; 15 h, 80 °C; 80 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Ethyl acetate , Water ; rt

参考文献：

Methylation of aromatic amines and imines using formic acid over a heterogeneous Pt/C catalyst

Zhu, Lei; et al, Catalysis Science & Technology, 2016, 6(16), 6172-6176

合成路线：1 步

124-40-3

90-15-3

_7%

反应条件：

1.1 Reagents: Ammonium chloride

参考文献：

Substitution of hydroxy and alkoxy groups for amino groups in derivatives of the naphthalene and quinoline series

Terenin, V. I.; et al, Vestnik Moskovskogo Universiteta, 1990, 31(1), 68-72

合成路线：1 步

100-61-8

反应条件：

1.1 Reagents: Triethylamine Solvents: Acetonitrile ; 16 h, reflux
1.2 Reagents: Sodium chloride Solvents: Water

参考文献：

Visible-Light-Induced C(sp2)-C(sp3) Cross-Dehydrogenative-Coupling Reaction of N-Heterocycles with N-Alkyl-N-methylanilines under Mild Conditions

Zhang, Hong-Yu ; et al, Journal of Organic Chemistry, 2021, 86(17), 11723-11735

合成路线：1 步

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ; 4 h, 90 °C

参考文献：

Dehydration in water: frustrated Lewis pairs directly catalyzed allylization of electron-rich arenes and allyl alcohols

Zhang, Hua; et al, RSC Advances, 2020, 10(29), 16942-16948

合成路线：1 步

75812-61-2

703-55-9

反应条件：

1.1 Solvents: Diethyl ether ; -30 °C → 0 °C

参考文献：

N,N-Dimethyl-O-(methylsulfonyl)-hydroxylamine

Boche, Gernot, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, ,

合成路线：2 步

2216-69-5