93-60-7 (烟酸甲酯,Methyl nicotinate)

反应条件：

1.1 Reagents: Dimethylformamide dimethyl acetal Solvents: Methanol

参考文献：

Mild conversion of primary carboxamides into carboxylic esters

Anelli, Pier Lucio; Brocchetta, Marino; Palano, Daniela; Visigalli, Massimo, Tetrahedron Letters, 1997, 38(13), 2367-2368

合成路线：1 步

_99%

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Water ; 15 h, reflux

参考文献：

Discovery and computer aided potency optimization of a novel class of small molecule CXCR4 antagonists

Vinader, Victoria; Ahmet, Djevdet S.; Ahmed, Mohaned S.; Patterson, Laurence H.; Afarinkia, Kamyar, PLoS One, 2013, 8(10),

合成路线：1 步

_99%

反应条件：

1.1 Reagents: Triethylamine Catalysts: Palladium diacetate , 1,1-Bis(diphenylphosphino)ferrocene Solvents: Acetonitrile ; 17 h, 160 °C

参考文献：

Deoxygenation of pyridine N-oxides by palladium-catalyzed transfer oxidation of trialkylamines

Fuentes, Jose A.; Clarke, Matthew L., Synlett, 2008, (17), 2579-2582

合成路线：1 步

_98%

反应条件：

1.1 Reagents: 3,5-Bis(1,1-dimethylethyl) 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate Catalysts: Iridium(1+), [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-κN1,κN1′]bis[2-(2-pyri… Solvents: Acetonitrile ; 1.5 h, rt

参考文献：

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

An, Ju Hyeon; Kim, Kyu Dong; Lee, Jun Hee, Journal of Organic Chemistry, 2021, 86(3), 2876-2894

合成路线：1 步

_98%

反应条件：

1.1 Reagents: Triethylamine Catalysts: Dichlorobis(ethyldiphenylphosphine)palladium (silica supported) ; 1.5 h, 0.5 MPa, 100 °C

参考文献：

Silica supported palladium-phosphine as a reusable catalyst for alkoxycarbonylation and aminocarbonylation of aryl and heteroaryl iodides

Mane, Rajendra Shivaji; Sasaki, Takehiko; Bhanage, Bhalchandra Mahadeo, RSC Advances, 2015, 5(115), 94776-94785

合成路线：1 步

_98%

反应条件：

1.1 Reagents: Sodium hypophosphite Catalysts: Palladium Solvents: Acetic acid

参考文献：

Simple and convenient deoxygenation of heteroaromatic N-oxides with sodium hypophosphite

Balicki, Roman; Kaczmarek, Lukasz, Gazzetta Chimica Italiana, 1994, 124(9), 385-6

合成路线：1 步

_98%

反应条件：

1.1 Reagents: Trifluoroacetic anhydride , Sodium iodide Solvents: Acetonitrile

参考文献：

Selective and mild reduction of the nitrogen-oxygen bond in N-oxides and nitrones with the (CF3CO)2O/NaI system

Balicki, Roman, Gazzetta Chimica Italiana, 1990, 120(1), 67-8

合成路线：1 步

_98%

反应条件：

1.1 Reagents: Ammonium formate , Carbon Catalysts: Palladium Solvents: Methanol

参考文献：

Efficient deoxygenation of heteroaromatic N-oxides with ammonium formate as a catalytic hydrogen transfer agent

Balicki, Roman, Synthesis, 1989, (8), 645-6

合成路线：1 步

80-11-5

_96%

反应条件：

1.1 Reagents: Perfluorohexane , Potassium hydroxide Solvents: Diethyl ether , Ethanol , 1,2-Dibromoethane ; 24 h, 25 °C

参考文献：

Safe and facile evolution of diazomethane using the phase-vanishing method

Kawabata, Toshiki; Matsubara, Hiroshi, Tetrahedron Letters, 2023, 123,

合成路线：1 步

100-55-0

_96%

反应条件：

1.1 Reagents: Potassium carbonate , Oxygen Catalysts: Cobalt (carbon supported) ; 24 h, 1 bar, 55 °C

参考文献：

A "universal" catalyst for aerobic oxidations to synthesize (hetero)aromatic aldehydes, ketones, esters, acids, nitriles, and amides

Senthamarai, Thirusangumurugan; Chandrashekhar, Vishwas G.; Rockstroh, Nils; Rabeah, Jabor; Bartling, Stephan; et al, Chem, 2022, 8(2), 508-531

合成路线：1 步

_96%

反应条件：

1.1 Reagents: Dimethylphenylsilane Catalysts: Hydroxylapatite (Ca5(OH)(PO4)3) , Gold Solvents: 1,4-Dioxane ; 1 h, 1 atm, 30 °C

参考文献：

Preparation of pyridine compounds by deoxygenation of pyridine N-oxides using supported gold nanoparticle catalysts and silanes

, Japan, , ,

合成路线：1 步

_96%

反应条件：

1.1 Reagents: Dimethylphenylsilane Catalysts: Gold (hydroxyapatite-supported nanoparticle) Solvents: 1,4-Dioxane ; 1 h, 30 °C

参考文献：

Highly efficient gold nanoparticle catalyzed deoxygenation of amides, sulfoxides, and pyridine N-oxides

Mikami, Yusuke; Noujima, Akifumi; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; et al, Chemistry - A European Journal, 2011, 17(6), 1768-1772

合成路线：1 步

_96%

反应条件：

1.1 Reagents: Silica , Thionyl chloride ; 24 h, reflux
1.2 Reagents: Methanol Solvents: Water ; 12 h, 0 °C
1.3 Catalysts: 12-Tungstophosphoric acid ; 6 h, reflux

参考文献：

Efficient methyl esterification using methoxyl silica gel as a novel dehydrating reagent

Li, Jian-Guo; Peng, Yan-Qing, Journal of the Chinese Chemical Society (Taipei, 2010, 57, 305-308

合成路线：1 步

100-54-9

_95%

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Methanol ; 0 - 5 °C
1.2 Solvents: Dichloromethane , Water ; neutralized

参考文献：

Preparation of nicotinate compounds

, China, , ,

合成路线：1 步

100-55-0

_95%

反应条件：

1.1 Reagents: Potassium carbonate , Oxygen Catalysts: Cobalt , 1H-Imidazolium, 3-(cyanomethyl)-1-methyl-, chloride (1:1) Solvents: Methanol ; 20 h, 1 bar, 60 °C

参考文献：

Heterogeneous cobalt catalysts for selective oxygenation of alcohols to aldehydes, esters and nitriles

Mao, Fei; Qi, Zhengliang; Fan, Haipeng; Sui, Dejun; Chen, Rizhi; et al, RSC Advances, 2017, 7(3), 1498-1503

合成路线：1 步

_95%

反应条件：

1.1 Reagents: Titanium tetrachloride , Sodium iodide Solvents: Acetonitrile

参考文献：

Titanium tetrachloride/sodium iodide - a novel, efficient reagent for mild reduction of the nitrogen-oxygen bond in amine N-oxides and nitrones

Balicki, Roman, Chemische Berichte, 1990, 123(3), 647-8

合成路线：1 步

_94%

反应条件：

1.1 Reagents: Triethylamine Catalysts: (SP-4-3)-[1,1′-(1,8-Anthracenediyldi-4,1-phenylene)bis[1,1-diphenylphosphine-κP]… Solvents: Methanol ; 24 h, 5 bar, 130 °C; 130 °C → rt

参考文献：

Trans-chelating ligands in palladium-catalyzed carbonylative coupling and methoxycarbonylation of aryl halides

Kaganovsky, Luba; Gelman, Dmitri; Rueck-Braun, Karola, Journal of Organometallic Chemistry, 2009, 695(2), 260-266

合成路线：1 步

500-22-1

_93%

反应条件：

1.1 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene Catalysts: 4H-1,2,4-Triazolium, 4-ethyl-1-methyl-, iodide (1:1) Solvents: Methanol , Tetrahydrofuran ; 2 min, rt
1.2 20 min, rt

参考文献：

NHC-catalysed aerobic aldehyde-esterification with alcohols: no additives or cocatalysts required

Delany, Eoghan G.; Fagan, Claire-Louise; Gundala, Sivaji; Mari, Alessandra; Broja, Thomas; et al, Chemical Communications (Cambridge, 2013, 49(58), 6510-6512

合成路线：1 步

_92%

反应条件：

1.1 Reagents: Sulfuric acid Solvents: Methanol ; rt; 19 h, reflux

参考文献：

Direct C-H-sulfonylation of 6-membered nitrogen-heteroaromatics

Friedrich, Marius; Schulz, Lisa; Hofman, Kamil; Zangl, Rene; Morgner, Nina; et al, ChemRxiv, 2021, 1, 1-14

合成路线：1 步

500-22-1

_92%

反应条件：

1.1 Reagents: Potassium carbonate , Bromine Solvents: Methanol , Water ; rt; 2 h, rt

参考文献：

Oxidative Esterification of Aromatic Aldehydes Using Polymer-Supported Green Bromine

Sridhar, A.; Swarnalakshmi, S.; Selvaraj, M., Synlett, 2016, 27(9), 1344-1348

合成路线：1 步

40134-18-7