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Cas Database

10075-50-0

10075-50-0

Identification

  • Product Name:5-Bromoindole

  • CAS Number: 10075-50-0

  • EINECS:233-208-7

  • Molecular Weight:264.33

  • Molecular Formula: C8H6BrN

  • HS Code:2905.49

  • Mol File:10075-50-0.mol

Synonyms:1H-Indole, 5-bromo- (9CI);5-bromo-1H-indole;1H-Indole, 5-bromo-;5-Bromo Indole;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:5-Bromoindole
  • Packaging:100g
  • Price:$ 310
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  • Manufacture/Brand:TRC
  • Product Description:5-Bromoindole
  • Packaging:50g
  • Price:$ 170
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  • Manufacture/Brand:TRC
  • Product Description:5-Bromoindole
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  • Price:$ 45
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  • Manufacture/Brand:TCI Chemical
  • Product Description:5-Bromoindole >99.0%(GC)
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  • Price:$ 26
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  • Manufacture/Brand:TCI Chemical
  • Product Description:5-Bromoindole >99.0%(GC)
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:5-Bromo-1H-indole 99%
  • Packaging:500 g
  • Price:$ 183
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:5-Bromo-1H-indole 99%
  • Packaging:100 g
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  • Manufacture/Brand:SynChem
  • Product Description:5-Bromoindole 95%
  • Packaging:100 g
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:5-Bromoindole 99%
  • Packaging:25g
  • Price:$ 100
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:5-Bromoindole 99%
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Relevant articles and documentsAll total 75 Articles be found

Chemoselective deprotection of allylic amines catalyzed by Grubbs' carbene

Alcaide, Benito,Almendros, Pedro,Alonso, Jose M.,Luna, Amparo

, p. 668 - 672 (2005)

A commercially available ruthenium complex (first generation Grubbs' carbene) was used for the catalytic deprotection of allylic amines (secondary as well as tertiary), by using for the first time reagents different from palladium catalysts. Interestingly, the catalytic system directs the reaction toward the selective deprotection of allylamines in the presence of allylic ethers.

Ga(DS)3-catalysed double hydroarylation of acetylenic esters with indoles for the synthesis of bisindolyl propanoates

An, Li-Tao,Cai, Jing-Jing,Pan, Xiang-Qiang,Chen, Tang-Ming,Zou, Jian-Ping,Zhang, Wei

, p. 3996 - 3998 (2015)

Abstract An efficient synthetic method for bisindolyl propanoates has been developed. Ga(DS)3-catalysed double hydroarylation of acetylenic esters with indoles in water afforded regioselective products with up to 99% yield.

CO2-Catalyzed Efficient Dehydrogenation of Amines with Detailed Mechanistic and Kinetic Studies

Riemer, Daniel,Schilling, Waldemar,Goetz, Anne,Zhang, Yu,Gehrke, Sascha,Tkach, Igor,Hollóczki, Oldamur,Das, Shoubhik

, p. 11679 - 11687 (2018)

CO2-catalyzed dehydrogenation of amines has been achieved under photocatalytic conditions. With this concept, various amines have been selectively dehydrogenated to the corresponding imines in the presence of different functional groups such as nitrile, nitro, ester, halogen, ether, thioether, and carbonyl or carboxylic acid moieties. At the end, the CO2-catalyzed synthesis of pharmaceutical drugs has been achieved. The CO2 radical has been detected by EPR spectroscopy using DMPO, and the mechanism of this reaction is proposed on the basis of DFT calculations and experimental evidence.

Erratum: Integrated structure-based activity prediction model of benzothiadiazines on various genotypes of HCV NS5b polymerase (1a, 1b and 4) and its application in the discovery of new derivatives (Bioorganic and Medicinal Chemistry (2012) 20:7 (2455-2478))

Ismail, Mohamed A.H.,Abou El Ella, Dalal A.,Abouzid, Khaled A.M.,Mahmoud, Amr H.

, p. 5647 - 5647 (2013)

-

Novel Arylindigoids by Late-Stage Derivatization of Biocatalytically Synthesized Dibromoindigo

Schnepel, Christian,Dodero, Veronica I.,Sewald, Norbert

, p. 5404 - 5411 (2021)

Indigoids represent natural product-based compounds applicable as organic semiconductors and photoresponsive materials. Yet modified indigo derivatives are difficult to access by chemical synthesis. A biocatalytic approach applying several consecutive selective C?H functionalizations was developed that selectively provides access to various indigoids: Enzymatic halogenation of l-tryptophan followed by indole generation with tryptophanase yields 5-, 6- and 7-bromoindoles. Subsequent hydroxylation using a flavin monooxygenase furnishes dibromoindigo that is derivatized by acylation. This four-step one-pot cascade gives dibromoindigo in good isolated yields. Moreover, the halogen substituent allows for late-stage diversification by cross-coupling directly performed in the crude mixture, thus enabling synthesis of a small set of 6,6’-diarylindigo derivatives. This chemoenzymatic approach provides a modular platform towards novel indigoids with attractive spectral properties.

Hydrophobic Metal Halide Perovskites for Visible-Light Photoredox C?C Bond Cleavage and Dehydrogenation Catalysis

Hong, Zonghan,Chong, Wee Kiang,Ng, Andrew Yun Ru,Li, Mingjie,Ganguly, Rakesh,Sum, Tze Chien,Soo, Han Sen

, p. 3456 - 3460 (2019)

Two-dimensional lead and tin halide perovskites were prepared by intercalating the long alkyl group 1-hexadecylammonium (HDA) between the inorganic layers. We observed visible-light absorption, narrow-band photoluminescence, and nanosecond photoexcited lifetimes in these perovskites. Owing to their hydrophobicity and stability even in humid air, we applied these perovskites in the decarboxylation and dehydrogenation of indoline-2-carboxylic acids. (HDA)2PbI4 or (HDA)2SnI4 were investigated as photoredox catalysts for these reactions, and quantitative conversion and high yields were observed with the former.

DMSO/t-BuONa/O2-Mediated Aerobic Dehydrogenation of Saturated N-Heterocycles

Cai, Hu,Tan, Wei,Xie, Yongfa,Yang, Ruchun,Yue, Shusheng

, p. 7501 - 7509 (2020)

Aromatic N-heterocycles such as quinolines, isoquinolines, and indolines are synthesized via sodium tert-butoxide-promoted oxidative dehydrogenation of the saturated heterocycles in DMSO solution. This reaction proceeds under mild reaction conditions and has a good functional group tolerance. Mechanistic studies suggest a radical pathway involving hydrogen abstraction of dimsyl radicals from the N-H bond or α-C-H of the substrates and subsequent oxidation of the nitrogen or α-aminoalkyl radicals.

A new and efficient one-pot synthesis of indoles

Bratulescu, George

, p. 984 - 986 (2008)

The synthesis of indoles is accomplished in high yields from phenylhydrazines and pyruvic acid using microwave irradiation.

Aerobic oxidative dehydrogenation of N-heterocycles over OMS-2-based nanocomposite catalysts: Preparation, characterization and kinetic study

Bi, Xiuru,Tang, Tao,Meng, Xu,Gou, Mingxia,Liu, Xiang,Zhao, Peiqing

, p. 360 - 371 (2020)

OMS-2-based nanocomposites doped with tungsten were prepared for the first time and their remarkably enhanced catalytic activity and recyclability in aerobic oxidative dehydrogenation of N-heterocycles were examined in detail. Many tetrahydroquinoline derivatives and a broad range of other N-heterocycles could be tolerated by the catalytic system using a biomass-derived solvent as a reaction medium. Newly generated mixed crystal phases, noticeably enhanced surface areas and labile lattice oxygen of the OMS-2-based nanocomposite catalysts might contribute to their excellent catalytic performance. Moreover, a kinetic study was extensively performed which concluded that the dehydrogenation of 1,2,3,4-tetrahydroquinoline is a first-order reaction, and the apparent activation energy is 29.66 kJ mol-1

Dehydrogenation of indoline by cytochrome P450 enzymes: A novel "aromatase" process

Sun, Hao,Ehlhardt, William J.,Kulanthaivel, Palaniappan,Lanza, Diane L.,Reilly, Christopher A.,Yost, Garold S.

, p. 843 - 851 (2007)

Indoline derivatives possess therapeutic potential within a variety of drug candidates. In this study, we found that indoline is aromatized by cytochrome P450 (P450) enzymes to produce indole through a novel dehydrogenation pathway. The indole products can potentially be bioactivated to toxic intermediates through an additional dehydrogenation step. For example, 3-substituted indoles like 3-methylindole and zafirlukast [4-(5-cyclopentyloxy-carbonylamino-1-methyl- indol-3-ylmethyl)-3-methoxy-N-o-tolylsulfonylbenzamide] are dehydrogenated to form 3-methyleneindolenine electrophiles, which react with protein and/or DNA nucleophilic residues to cause toxicities. Another potentially significant therapeutic consequence of indoline aromatization is that the product indoles might have dramatically different therapeutic potency than the parent indolines. In this study, indoline was indeed efficiently aromatized by human liver microsomes and by several P450s, but not by flavin-containing monooxygenase (FMO) 3. CYP3A4 had the highest aromatase activity. Four additional indoline metabolites [2,3,4,7-tetrahydro-4,5-epoxy-1H-indole (M1); N-hydroxyindole (M2), N-hydroxyindoline (M3), and M4 ([1,4,2,5]dioxadiazino[2,3-a:5,6-a′] diindole)] were characterized; none was a metabolite of indole. M1 was an arene oxide from P450 oxidation, and M2, M3, and M4 were produced by FMO3. Our data indicated that indoline was oxidized to M3 and then to an intermediate indoline nitrone, which tautomerized to form M2, and subsequently dimerized to a di-indoline. This dimer was immediately oxidized by FMO3 or atmospheric oxygen to the final product, M4. No evidence was found for the P450-mediated production of an aliphatic alcohol from indoline that might dehydrate to produce indole. Therefore, P450 enzymes catalyze the novel "aromatase" metabolism of indoline to produce indole. The aromatase mechanism does not seem to occur through N-oxidation or dehydration of an alcohol but rather through a formal dehydrogenation pathway. Copyright

Two-Dimensional Metal-Organic Layers for Electrochemical Acceptorless Dehydrogenation of N-Heterocycles

Yang, Ling,Ma, Fa-Xue,Xu, Fan,Li, Dong,Su, Liangmei,Xu, Hai-Chao,Wang, Cheng

, p. 3557 - 3560 (2019)

The catalytic acceptorless dehydrogenation (CAD) is an attractive synthetic route to unsaturated compounds because of its high atomic efficiency. Here we report electrochemical acceptorless dehydrogenation of N-heterocycles to obtain quinoline or indole derivatives using metal-organic layer (MOL) catalyst. MOL is the two-dimensional version of metal-organic frameworks (MOF), and it can be constructed on conductive multi-walled carbon nanotubes via facile solvothermal synthesis to overcome the conductivity constraint for MOFs in electrocatalysis. TEMPO-OPO3 2? was incorporated into the system through a ligand exchange with capping formate on the MOL surface to serve as the active catalytic centers. The hybrid catalyst is efficient in the organic conversion and can be readily recycled and reused.

Synthesis of bromoindole alkaloids from Laurencia brongniartii

Suarez-Castillo, Oscar R.,Beiza-Granados, Lidia,Melendez-Rodriguez, Myriam,Alvarez-Hernandez, Alejandro,Morales-Rios, Martha S.,Joseph-Nathan, Pedro

, p. 1596 - 1600 (2006)

A regioselective synthesis of N-carbomethoxy-2,3,5-tribromoindole (6) via a sequential one-pot bromination-aromatization-bromination of N-carbomethoxyindoline (2) is described. The process for the transformation of 2 into 6 permitted the isolation of stable reaction intermediates N-carbomethoxy-5-bromoindoline (3), N-carbomethoxy-5-bromoindole (4), and N-carbomethoxy-3,5-dibromoindole (5). Compound 6 was used to complete the total synthesis of the natural products 1b and 1c. In addition, bromination of N-carbomethoxyindole (11) afforded N-carbomethoxy-2,3,6-tribromoindole (13), from which the natural product 1a was synthesized.

Simple and selective removal of the t-butyloxycarbonyl (Boc) protecting group on indoles, pyrroles, indazoles, and carbolines

Ravinder,Reddy, A. Vijender,Mahesh, K. Chinni,Narasimhulu,Venkateswarlu

, p. 281 - 287 (2007)

A highly selective and efficient deprotection of the N-t-butoxy carbonyl (N-Boc) group on indoles, pyrroles, indazoles, and carbolines has been achieved in high yields using a catalytic amount of NaOMe as a base in dry MeOH, at ambient temperature. Copyright Taylor & Francis Group, LLC.

Luminescent Platinum(II) Complexes with Bidentate Diacetylide Ligands: Structures, Photophysical Properties and Application Studies

Luo, Zaoli,Liu, Yungen,Tong, Ka-Chung,Chang, Xiao-Yong,To, Wai-Pong,Che, Chi-Ming

, p. 2978 - 2992 (2021)

A series of platinum(II) complexes supported by terphenyl diacetylide as well as diimine or bis-N-heterocyclic carbene (NHC) ligands have been prepared. The diacetylide ligands adopt a cis coordination mode featuring non-planar terphenyl moieties as revealed by X-ray crystallographic analyses. The electrochemical, photophysical and photochemical properties of these platinum(II) complexes have been investigated. These platinum(II) diimine complexes show broad emission with peak maxima from 566 nm to 706 nm, with two of them having emission quantum yields >60% and lifetimes 2 μs in solutions at room temperature, whereas the platinum(II) diacetylide complexes having bis-N-heterocyclic carbene instead of diimine ligand display photoluminescence with quantum yields of up to 28% in solutions and excited state lifetimes of up to 62 μs at room temperature. Application studies revealed that one of the complexes can catalyze photoinduced aerobic dehydrogenation of alcohols and alkenes, and a relatively non-toxic water-soluble Pt(II) complex displays anti-angiogenic activity.

From Tryptophan to Toxin: Nature's Convergent Biosynthetic Strategy to Aetokthonotoxin

Adak, Sanjoy,Lukowski, April L.,Sch?fer, Rebecca J. B.,Moore, Bradley S.

supporting information, p. 2861 - 2866 (2022/02/23)

Aetokthonotoxin (AETX) is a cyanobacterial neurotoxin that causes vacuolar myelinopathy, a neurological disease that is particularly deadly to bald eagles in the United States. The recently characterized AETX is structurally unique among cyanotoxins and is composed of a pentabrominated biindole nitrile. Herein we report the discovery of an efficient, five-enzyme biosynthetic pathway that the freshwater cyanobacterium Aetokthonos hydrillicola uses to convert two molecules of tryptophan to AETX. We demonstrate that the biosynthetic pathway follows a convergent route in which two functionalized indole monomers are assembled and then reunited by biaryl coupling catalyzed by the cytochrome P450 AetB. Our results revealed enzymes with novel biochemical functions, including the single-component flavin-dependent tryptophan halogenase AetF and the iron-dependent nitrile synthase AetD.

Ruthenium-Catalyzed Vinylene Carbonate Annulation by C?H/N?H Functionalizations: Step-Economical Access to Indoles

Li, Bo,Li, Zheyu,Ma, Wenbo,Tan, Yuqiang,Wang, Yang,Yu, Yao,Zhang, Chunran,Zhao, Huan

, (2022/01/11)

A convenient and effective method of ruthenium-catalyzed C?H/N?H annulations using vinylene carbonate as oxidizing acetylene surrogate has been disclosed. This method is scalable and compatible with a wide range of functional groups, providing a step-economical access to indole synthesis Preliminary mechanistic studies provided support for a reversible, acetate-assisted C?H ruthenation, along with a subsequent olefin insertion. (Figure presented.).

Metal–Organic Layers Hierarchically Integrate Three Synergistic Active Sites for Tandem Catalysis

Quan, Yangjian,Lan, Guangxu,Shi, Wenjie,Xu, Ziwan,Fan, Yingjie,You, Eric,Jiang, Xiaomin,Wang, Cheng,Lin, Wenbin

supporting information, p. 3115 - 3120 (2020/12/09)

We report the design of a bifunctional metal–organic layer (MOL), Hf12-Ru-Co, composed of [Ru(DBB)(bpy)2]2+ [DBB-Ru, DBB=4,4′-di(4-benzoato)-2,2′-bipyridine; bpy=2,2′-bipyridine] connecting ligand as a photosensitizer and Co(dmgH)2(PPA)Cl (PPA-Co, dmgH=dimethylglyoxime; PPA=4-pyridinepropionic acid) on the Hf12 secondary building unit (SBU) as a hydrogen-transfer catalyst. Hf12-Ru-Co efficiently catalyzed acceptorless dehydrogenation of indolines and tetrahydroquinolines to afford indoles and quinolones. We extended this strategy to prepare Hf12-Ru-Co-OTf MOL with a [Ru(DBB)(bpy)2]2+ photosensitizer and Hf12 SBU capped with triflate as strong Lewis acids and PPA-Co as a hydrogen transfer catalyst. With three synergistic active sites, Hf12-Ru-Co-OTf competently catalyzed dehydrogenative tandem transformations of indolines with alkenes or aldehydes to afford 3-alkylindoles and bisindolylmethanes with turnover numbers of up to 500 and 460, respectively, illustrating the potential use of MOLs in constructing novel multifunctional heterogeneous catalysts.

Visible light mediated selective oxidation of alcohols and oxidative dehydrogenation of N-heterocycles using scalable and reusable La-doped NiWO4nanoparticles

Abinaya, R.,Balasubramaniam, K. K.,Baskar, B.,Divya, P.,Mani Rahulan, K.,Rahman, Abdul,Sridhar, R.,Srinath, S.

, p. 5990 - 6007 (2021/08/24)

Visible light-mediated selective and efficient oxidation of various primary/secondary benzyl alcohols to aldehydes/ketones and oxidative dehydrogenation (ODH) of partially saturated heterocycles using a scalable and reusable heterogeneous photoredox catalyst in aqueous medium are described. A systematic study led to a selective synthesis of aldehydes under an argon atmosphere while the ODH of partially saturated heterocycles under an oxygen atmosphere resulted in very good to excellent yields. The methodology is atom economical and exhibits excellent tolerance towards various functional groups, and broad substrate scope. Furthermore, a one-pot procedure was developed for the sequential oxidation of benzyl alcohols and heteroaryl carbinols followed by the Pictet-Spengler cyclization and then aromatization to obtain the β-carbolines in high isolated yields. This methodology was found to be suitable for scale up and reusability. To the best of our knowledge, this is the first report on the oxidation of structurally diverse aryl carbinols and ODH of partially saturated N-heterocycles using a recyclable and heterogeneous photoredox catalyst under environmentally friendly conditions.

Zwitterion-induced organic-metal hybrid catalysis in aerobic oxidation

Hu, Rong-Bin,Lam, Ying-Pong,Ng, Wing-Hin,Wong, Chun-Yuen,Yeung, Ying-Yeung

, p. 3498 - 3506 (2021/04/07)

In many metal catalyses, the traditional strategy of removing chloride ions is to add silver salts via anion exchange to obtain highly active catalysts. Herein, we reported an alternative strategy of removing chloride anions from ruthenium trichloride using an organic [P+-N-] zwitterionic compound via multiple hydrogen bond interactions. The resultant organic-metal hybrid catalytic system has successfully been applied to the aerobic oxidation of alcohols, tetrahydroquinolines, and indolines under mild conditions. The performance of zwitterion is far superior to that of many other common Lewis bases or Br?nsted bases. Mechanistic studies revealed that the zwitterion triggers the dissociation of chloride from ruthenium trichloride via nonclassical hydrogen bond interaction. Preliminary studies show that the zwitterion is applicable to catalytic transfer semi-hydrogenation.

Process route upstream and downstream products

Process route

N-acetylindololine-2-sulfonic acid sodium
26807-69-2

N-acetylindololine-2-sulfonic acid sodium

5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

Conditions
Conditions Yield
N-acetylindololine-2-sulfonic acid sodium; With bromine; In water; at 0 - 20 ℃; for 2h;
With sodium hydroxide; In water; for 20h; Reflux;
92%
N-acetylindololine-2-sulfonic acid sodium; With bromine; In water; at 0 - 20 ℃;
With sodium hydroxide; In water; for 20h; Reflux;
92%
With bromine; In water; at 0 - 5 ℃; for 0.5h;
88%
1-(5-bromo-1H-indol-1-yl)-2,2-dimethylpropan-1-one
1196980-99-0

1-(5-bromo-1H-indol-1-yl)-2,2-dimethylpropan-1-one

5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

Conditions
Conditions Yield
With water; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 24h;
99%
5-bromo-1H-indole-3-carboxylic acid
10406-06-1

5-bromo-1H-indole-3-carboxylic acid

5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

Conditions
Conditions Yield
With potassium carbonate; In ethanol; at 140 ℃; Schlenk technique;
99%
acetaldehyde
75-07-0,9002-91-9

acetaldehyde

4-bromo-aniline
106-40-1

4-bromo-aniline

5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

Conditions
Conditions Yield
With C14H22B10Br2FeN2; In toluene; at 20 ℃; for 1h;
85%
5-bromoindoline
22190-33-6

5-bromoindoline

5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

Conditions
Conditions Yield
With potassium tert-butylate; In decane; at 150 ℃; for 36h; Inert atmosphere; Schlenk technique;
98%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; In para-xylene; at 130 ℃; for 20h; Inert atmosphere; Sealed tube;
98%
With 6C44H32N6O4Ru(2+)*12Hf(2+)*8O(2-)*14HO(1-)*6C16H22ClCoN5O6(1-); In 2,2,2-trifluoroethanol; acetonitrile; at 20 ℃; for 12h; Reagent/catalyst; Catalytic behavior; Inert atmosphere; Irradiation;
98%
With sodium carbonate; In ethyl acetate; at 120 ℃; for 24h; Sealed tube; Green chemistry;
96%
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; chloropyridinecobaloxime(III); In ethanol; at 30 ℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation;
93%
With carbon dioxide; DBN; Eosin Y; In dimethyl sulfoxide; at 25 - 30 ℃; for 48h; Irradiation;
91%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(l) chloride; In toluene; at 100 - 110 ℃; Solvent; Reagent/catalyst; Temperature;
90%
With aluminum oxide; In N,N-dimethyl-formamide; at 120 ℃; for 8h; Inert atmosphere;
89%
With perylene diimide covalent immobilized to SiO2 nanospheres; air; In N,N-dimethyl acetamide; at 20 ℃; UV-irradiation;
88%
With tetrasodium cobalt(II) 4,4',4'',4'''-tetrasulphophthalocyanine; In water; ethyl acetate; at 20 ℃; for 36h; Irradiation; Green chemistry;
88%
With oxygen; In ethanol; water; at 20 ℃; for 12h; Irradiation;
87%
With oxygen; pyrographite; In 5,5-dimethyl-1,3-cyclohexadiene; at 80 ℃; for 10h; Solvent; Temperature; Green chemistry;
85.25%
With rose bengal; oxygen; In N,N-dimethyl acetamide; at 20 ℃; for 24h; Irradiation;
83%
With rhodium(III) chloride hydrate; oxygen; C25H44NO2PS; In 1,2-dichloro-ethane; at 60 ℃; for 15h;
82%
With trimethylamine-N-oxide; Co(salophen)-HQ; In methanol; at 80 ℃; for 16h; Sealed tube; Green chemistry;
82%
With oxygen; pyrographite; In xylene; at 80 ℃; for 9h;
81%
With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II); oxygen; In ethyl acetate; at 70 ℃; for 46h; under 760.051 Torr; Sealed tube;
80%
With dodecacarbonyl-triangulo-triruthenium; iodomesitylene; N,N'-1,2-tetrakis(4-fluorophenyl)ethane-1,2-diimine; caesium carbonate; In chlorobenzene; at 150 ℃; for 16h; Inert atmosphere; Sealed tube;
80%
With iron(III) chloride; 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In dimethyl sulfoxide; at 120 ℃; for 15h; Inert atmosphere; Schlenk technique;
78%
With trimethylamine-N-oxide; In toluene; at 100 ℃; for 20h; Inert atmosphere; Schlenk technique;
75%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammonium tetrafluoroborate; In water; acetonitrile; at 20 ℃; for 4.5h; Electrochemical reaction;
73%
With C55H49N4OP2Ru; In o-xylene; at 140 ℃; for 48h; under 750.075 Torr; Inert atmosphere; Schlenk technique; Green chemistry;
73%
With oxygen; C43H34N2Pt; In acetonitrile; at 25 ℃; for 12h; Irradiation;
72%
With tetrabutylammonium tetrafluoroborate; In water; acetonitrile; at 20 ℃; for 4h; Inert atmosphere; Electrolysis;
70%
With monoamine oxidase D11; In aq. phosphate buffer; dimethyl sulfoxide; at 37 ℃; for 168h; pH=7.8; Enzymatic reaction;
43%
With oxygen; sodium t-butanolate; In dimethyl sulfoxide; at 60 ℃; for 4h; under 760.051 Torr;
41%
With chloranil; xylene;
With NADPH; In phosphate buffer; at 37 ℃; for 0.166667h; pH=7.4; Enzyme kinetics;
With reduced graphene oxide; In 5,5-dimethyl-1,3-cyclohexadiene; at 100 ℃; for 12h; Inert atmosphere;
33 %Chromat.
With oxygen; at 80 ℃; for 6h; under 760.051 Torr; chemoselective reaction; Catalytic behavior; Green chemistry;
With TEMPO; copper dichloride; In toluene; at 60 - 100 ℃;
5-bromo-1H-indole-3-carboxaldehyde
877-03-2

5-bromo-1H-indole-3-carboxaldehyde

5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

Conditions
Conditions Yield
With perchloric acid adsorbed on silica gel; anthranilic acid amide; In acetonitrile; at 80 ℃; for 6h;
65%
sodium 1-acetyl-1H-indole-2-sulfonate

sodium 1-acetyl-1H-indole-2-sulfonate

5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

5,7-dibromo-1H-indole
36132-08-8

5,7-dibromo-1H-indole

Conditions
Conditions Yield
sodium 1-acetyl-1H-indole-2-sulfonate; With bromine; In water; at 0 - 20 ℃; for 2h;
With sodium hydrogensulfite; sodium hydroxide; In water; for 20h; Reflux;
70.9%
11.9%
5-bromo-2-nitrobenzaldehyde
20357-20-4

5-bromo-2-nitrobenzaldehyde

(tert-Butoxycarbonylmethylene)triphenylphosphorane
86302-43-4,35000-38-5

(tert-Butoxycarbonylmethylene)triphenylphosphorane

5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

Conditions
Conditions Yield
With triphenylphosphine; In diphenylether; at 260 ℃; for 1h;
46%
N-tosyl-5-bromoindole
96546-77-9

N-tosyl-5-bromoindole

5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

Conditions
Conditions Yield
With sodium hydride; In N,N-dimethyl acetamide; at 60 ℃; for 1h; Inert atmosphere;
92%
With caesium carbonate; In tetrahydrofuran; methanol; at 22 ℃; for 15h; Further Variations:; Reagents; Solvents; Temperatures; reagent ratios; Product distribution;
88.2%
With cetyltrimethylammonim bromide; potassium hydroxide; In tetrahydrofuran; water; for 26h; Reflux; Green chemistry;
2-(5-bromo-2-nitrophenyl)acetonitrile
125914-22-9

2-(5-bromo-2-nitrophenyl)acetonitrile

5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

Conditions
Conditions Yield
With hydrogen; In para-xylene; at 25 ℃; for 24h; under 760.051 Torr; Solvent;
60%

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  • Hangzhou Dingyan Chem Co., Ltd
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  • Chemwill Asia Co., Ltd.
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  • Main Products:56
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  • LIDE PHARMACEUTICALS LIMITED
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  • Main Products:56
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  • Shaanxi BLOOM TECH Co.,Ltd
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  • Contact Tel:+86-29-86470566
  • Emails:sales@bloomtechz.com
  • Main Products:79
  • Country:China (Mainland)
  • Shanghai Upbio Tech Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-52196435
  • Emails:upbiocn@hotmail.com
  • Main Products:88
  • Country:China (Mainland)
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