87-51-4 (吲哚乙酸,3-Indoleacetic acid)

反应条件：

1.1 Reagents: Sulfur Solvents: Pyridine

参考文献：

Oxidative degradation of a-substituted carboxylic acids

Feichtinger, Hans, Chemische Berichte, 1962, 95, 2238-42

合成路线：1 步

反应条件：

1.1 Reagents: Oxygen Solvents: Water ; 20 min, pH 7.8, 37 °C
1.2 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Production of indole-3-acetic acid and related indole derivatives from L-tryptophan by Rubrivivax benzoatilyticus JA2

Mujahid, Md.; et al, Applied Microbiology and Biotechnology, 2011, 89(4), 1001-1008

合成路线：1 步

157496-76-9

_98%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Methanol , Water

参考文献：

An expedient route to indole-3-acetic acid derivatives

Samizu, Kiyohiro; et al, Synlett, 1994, (7), 499-500

合成路线：1 步

1912-33-0

_96%

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran

参考文献：

Efficient synthesis of the peptide fragment of the natural depsipeptides Jaspamide and Chondramide

Zarezin, Danil P.; et al, European Journal of Organic Chemistry, 2018, 2018(34), 4716-4722

合成路线：1 步

_95%

反应条件：

1.1 Solvents: Water

参考文献：

Preparation of 3-indoleacetic acid; new synthesis of tryptophol

Snyder, H. R.; et al, Journal of the American Chemical Society, 1948, 70, 3770-1

合成路线：1 步

反应条件：

1.1 Catalysts: Indole-3-acetamide hydrolase

参考文献：

Versatile and facile one-pot biosynthesis for amides and carboxylic acids in E. coli by engineering auxin pathways of plant microbiomes

Menon, Navya; et al, ACS Catalysis, 2022, 12(4), 2309-2319

合成路线：1 步

反应条件：

1.1 Reagents: L-Tryptophan Catalysts: Indole-3-acetic acid synthetase Solvents: Water ; 6 h, pH 8, 37 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 2

参考文献：

Tryptophan-dependent indole-3-acetic acid biosynthesis by 'IAA-synthase' proceeds via indole-3-acetamide

Pollmann, Stephan; et al, Phytochemistry (Elsevier), 2009, 70(4), 523-531

合成路线：1 步

79-14-1

_93%

反应条件：

1.1 Reagents: Potassium hydroxide , Hydrochloric acid Solvents: Water

参考文献：

Indole-3-acetic acid

Johnson, Herbert E.; et al, Organic Syntheses, 1964, 44, 64-6

合成路线：1 步

79-14-1

_90%

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Water

参考文献：

3-Indoleacetic acid

Johnson, Herbert E.; et al, Journal of Organic Chemistry, 1963, 28, 1246-8

合成路线：1 步

79-14-1

_71%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Water ; 8 h, 250 - 275 °C
1.2 Solvents: Water ; cooled
1.3 Reagents: Hydrochloric acid Solvents: Water ; 28 h, 20 °C → 5 °C

参考文献：

3-Indolealkanoic acids

, United States, , ,

合成路线：1 步

526-55-6

_91%

反应条件：

1.1 Reagents: Sodium tert-butoxide , 1-Hydroxycyclohexyl phenyl ketone Solvents: Dichloromethane , Water ; rt
1.2 Solvents: Water ; acidified, rt

参考文献：

Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids with 1-Hydroxycyclohexyl Phenyl Ketone

Lu, Yi; et al, Journal of Organic Chemistry, 2023, 88(13), 8114-8122

合成路线：1 步

526-55-6

_60%

反应条件：

1.1 Reagents: 1-Hydroxycyclohexyl phenyl ketone , Sodium hydroxide Solvents: 1,2-Dimethoxyethane ; 80 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ; neutralized

参考文献：

Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer

Tan, Wen-Yun; et al, Organic Letters, 2021, 23(17), 6648-6653

合成路线：1 步

2591-98-2

_90%

反应条件：

1.1 Reagents: Potassium hydroxide , Silver nitrate Solvents: Water ; 5 min, rt
1.2 1 h, 60 °C; 60 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; acidified

参考文献：

Synthesis, structural characterization, and antimicrobial activity of novel ferrocene-N-acyl hydrazones designed by means of molecular simplification strategy Celebrating the 100th anniversary of the birth of Professor Paulo Freire

dos Santos Filho, Jose Mauricio; et al, Journal of Organometallic Chemistry, 2022, 979,

合成路线：1 步

2591-98-2

反应条件：

1.1 Catalysts: Aldehyde dehydrogenase

参考文献：

Isolation and total synthesis of stolonines A-C, unique taurine amides from the Australian marine tunicate Cnemidocarpa stolonifera

Tran, Trong D.; et al, Marine Drugs, 2015, 13(7), 4556-4575

合成路线：1 步

62485-98-7

_90%

反应条件：

1.1 Solvents: Water

参考文献：

Syntheses of heteroauxin, tryptamine, and serotonin

Nenitzescu, Costin D.; et al, Chemische Berichte, 1958, 91, 1141-5

合成路线：1 步

62485-98-7

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 18 h, 90 °C; 90 °C → 0 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 1

参考文献：

Regioselective hydroarylation reactions of C3 electrophilic N-acetylindoles activated by FeCl3. An entry to 3-(hetero)arylindolines

Beaud, Rodolphe; et al, Chemistry - A European Journal, 2014, 20(24), 7492-7500

合成路线：1 步

132035-18-8

_87%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Tetralin

参考文献：

Solid-liquid phase transfer catalytic carboxymethylation - synthesis of 3-indoleacetic acid (IAA)

Cai, Yuzhen; et al, Jinan Daxue Xuebao, 1990, 11(1), 52-5

合成路线：1 步

771-51-7

_85%

参考文献：

The preparation of heteroauxin and tryptamine

Thesing, Jan; et al, Chemische Berichte, 1952, 85, 324-7

合成路线：1 步

771-51-7

_80%

反应条件：

1.1 Solvents: Water

参考文献：

Syntheses with Mannich bases of indole

Thesing, Jan; et al, Chemische Berichte, 1955, 88, 1295-1306

合成路线：1 步

771-51-7

参考文献：

Tetraethylene glycol promoted two-step, one-pot rapid synthesis of indole-3-[1-11C]acetic acid

Lee, Sojeong; et al, Tetrahedron Letters, 2015, 56(3), 517-520

合成路线：1 步

1477-49-2

_39%

反应条件：

1.1 Reagents: Tosylhydrazine Solvents: Methanol
1.2 Reagents: Sodium borohydride Solvents: Tetrahydrofuran

参考文献：

A convenient method for the synthesis of indole-3-acetic acids

Guan, Xiangming; et al, Tetrahedron Letters, 1994, 35(19), 3013-16

合成路线：1 步

392-12-1

_71%

反应条件：

1.1 Reagents: Sodium peroxoborate Solvents: Water

参考文献：

Oxidative decarbonylation of β-arylpyruvic acids using sodium perborate

Morrow, Nicholas; et al, Tetrahedron, 1998, 54(33), 9603-9612

合成路线：1 步

392-12-1

参考文献：

Cell kinetics of auxin transport and activity in Arabidopsis root growth and skewing

Hu, Yangjie ; et al, Nature Communications, 2021, 12(1),

合成路线：1 步

31529-27-8

_67%