880-52-4 (N-乙酰基金刚烷胺,1-Acetamidoadamantane)

反应条件：

1.1 Solvents: Methanol ; 15 min, rt → 135 °C

参考文献：

Direct Preparation of Amides from Amine Hydrochloride Salts and Orthoesters: A Synthetic and Mechanistic Perspective

Di Grandi, Martin J.; et al, Synthetic Communications, 2015, 45(22), 2601-2607

合成路线：1 步

768-90-1

_96%

反应条件：

1.1 Catalysts: Dimanganese decacarbonyl ; 2 h, 130 °C

参考文献：

Synthesis of N-(adamantan-1-yl)amides by reaction of carboxylic acid amides with 1-bromo(chloro)adamantane catalyzed by manganese compounds

Khusnutdinov, R. I.; et al, Russian Journal of Organic Chemistry, 2015, 51(4), 476-479

合成路线：1 步

768-90-1

_87%

反应条件：

1.1 0.5 h, 115 °C
1.2 Reagents: Sulfuric acid Solvents: Acetonitrile ; 0.5 h, 115 °C; 115 °C → 125 °C; 3.5 h, 125 °C

参考文献：

A simple method for synthesis of amantadine hydrochloride

Vu, Binh Duong; et al, International Journal of Pharmaceutical Sciences and Research, 2022, 13(2), 763-775

合成路线：1 步

_98%

参考文献：

Synthetic methods and reactions. 86. Novel synthesis of N-(1-adamantyl)amides from adamantane

Olah, George A.; et al, Journal of Organic Chemistry, 1980, 45(17), 3532-3

合成路线：1 步

_97%

反应条件：

1.1 Reagents: Fuming nitric acid ; 15 - 20 °C; 0.5 - 1.5 h, 15 - 20 °C
1.2 15 - 20 °C; 1 h, 25 °C

参考文献：

Synthesis of Cage Acylamino Derivatives in Nitric Acid Medium

Klimochkin, Yu. N.; et al, Russian Journal of Organic Chemistry, 2021, 57(1), 1-12

合成路线：1 步

768-92-3

_98%

反应条件：

1.1 Reagents: Water Solvents: Water

参考文献：

Synthetic methods and reactions; 66. Nitrosonium ion induced preparation of amides from alkyl (arylalkyl) halides with nitriles, a mild and selective Ritter-type reaction

Olah, George A.; et al, Synthesis, 1979, (4), 274-6

合成路线：1 步

108-24-7

_95%

反应条件：

1.1 Catalysts: 1H-1,4-Diazepine, 2,3-dihydro-5,7-dimethyl-, compd. with perchlorate (1:1) ; 40 °C; 60 min, 35 - 40 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ; neutralized, cooled

参考文献：

Diazepinium perchlorate: a neutral catalyst for mild, solvent-free acetylation of carbohydrates and other substances

Giri, Santosh Kumar; et al, RSC Advances, 2017, 7(22), 13653-13667

合成路线：1 步

108-24-7

_82%

反应条件：

1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ; rt; 16 h, rt

参考文献：

Synthesis and Characterization of Bimetallic Nanoclusters Stabilized by Chiral and Achiral Polyvinylpyrrolidinones. Catalytic C(sp3)-H Oxidation

Fan, Huafang; et al, Journal of Organic Chemistry, 2022, 87(10), 6742-6759

合成路线：1 步

935-56-8

_90%

反应条件：

1.1 Catalysts: Dimanganese decacarbonyl ; 2 - 3 h, 120 - 130 °C

参考文献：

Synthesis of N-(adamantan-1-yl)amides by reaction of carboxylic acid amides with 1-bromo(chloro)adamantane catalyzed by manganese compounds

Khusnutdinov, R. I.; et al, Russian Journal of Organic Chemistry, 2015, 51(4), 476-479

合成路线：1 步

75-36-5

_90%

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Ethyl acetate , Water ; 2 h, rt

参考文献：

Self-Folding Cavitands

Rudkevich, Dmitry M.; et al, Journal of the American Chemical Society, 1998, 120(47), 12216-12225

合成路线：1 步

20594-58-5

_89%

反应条件：

1.1 Reagents: Triethylamine , Water , Samarium iodide (SmI2) Solvents: Tetrahydrofuran ; rt; 15 min, rt
1.2 Reagents: Oxygen ; rt
1.3 Reagents: Sodium thiosulfate Solvents: Water ; rt

参考文献：

Selective α-defluorination of polyfluorinated esters and amides using SmI2/Et3N/H2O

Wettergren, Jenny; et al, Chemical Communications (Cambridge, 2010, 46(40), 7596-7598

合成路线：1 步

768-93-4

_87%

反应条件：

1.1 Reagents: Iodine pentoxide Solvents: Acetonitrile

参考文献：

Oxidative alkylation of azoles: VII. Adamantylation of azoles via oxidative generation of 1-adamantyl cations

Tsypin, V. G.; et al, Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii), 2001, 37(12), 1762-1766

合成路线：1 步

32314-61-7

_82%

反应条件：

1.1 Reagents: Sulfuric acid

参考文献：

Synthetic methods based on adamantyl nitrates. Mono- and bifunctional derivatives of adamantane

Moiseev, I. K.; et al, Khimiya i Tekhnol. Elementorgan. Poluproduktov i Polimerov, 1984, 11, 11-20

合成路线：1 步

_82%

反应条件：

1.1 Reagents: Bromotrichloromethane Catalysts: Iridium(1+), [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-κN1,κN1′]bis[3,5-diflu… ; 8 h, rt

参考文献：

IrIII-Catalyzed direct syntheses of amides and esters using nitriles as acid equivalents: a photochemical pathway

Talukdar, Ranadeep, New Journal of Chemistry, 2020, 44(14), 5303-5308

合成路线：1 步

665-66-7

108-24-7

_80%

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane ; 30 min, rt

参考文献：

Detection of Cytochrome P450 Substrates by Using a Small-Molecule Droplet Array on an NADH-Immobilized Solid Surface

Takayama, Hiroshi; et al, ChemBioChem, 2011, 12(18), 2748-2752

合成路线：1 步

_73%

反应条件：

1.1 Reagents: Nitric acid

参考文献：

Synthesis of [(alkoxycarbonyl)amino]- and (acetylamino)adamantanes in nitric acid solution

Klimochkin, Yu. N.; et al, Izvestiya Akademii Nauk SSSR, 1988, (4), 878-80

合成路线：1 步

_38%

反应条件：

1.1 Reagents: Nitric acid Solvents: Water ; 10 min, 0 °C
1.2 Reagents: Sulfuric acid Solvents: Water ; 10 min, 0 °C
1.3 Reagents: Sulfuric acid ; 18 h, 0 °C
1.4 0.5 h, 0 °C; 0.5 h, 0 °C; 1.5 h, rt

参考文献：

γ-aminoadamantanecarboxylic acids through direct C-H bond amidations

Wanka, Lukas; et al, European Journal of Organic Chemistry, 2007, (9), 1474-1490

合成路线：1 步

828-51-3

_73%

反应条件：

1.1 Reagents: Iodobenzene diacetate , Iodine Solvents: Acetonitrile ; 6 h, rt
1.2 Reagents: Sodium thiosulfate Solvents: Water

参考文献：

Hypervalent Iodine(III)-Mediated Decarboxylative Ritter-Type Amination Leading to the Production of α-Tertiary Amine Derivatives

Kiyokawa, Kensuke ; et al, Journal of Organic Chemistry, 2017, 82(22), 11711-11720

合成路线：1 步

828-51-3

_52%

反应条件：

1.1 Reagents: Boron trifluoride , Water , Selectfluor Catalysts: Iodobenzene Solvents: Acetonitrile ; 16 h, 25 °C

参考文献：

Decarboxylative Ritter-Type Amination by Cooperative Iodine (I/III)-Boron Lewis Acid Catalysis

Narobe, Rok; et al, ACS Catalysis, 2022, 12(1), 809-817

合成路线：1 步

22110-53-8

74-88-4

_65%

反应条件：

1.1 Reagents: Potassium carbonate Catalysts: Potassium iodide Solvents: Acetonitrile , Water ; 3 h, 105 °C

参考文献：

The isocyanide SN2 reaction

Patil, Pravin ; et al, Nature Communications, 2023, 14(1),

合成路线：1 步

64741-22-6

_60%