31676-43-4

Basic information

• Product Name: 1H-Indole, 1-acetyl-2,3-dimethyl-
• Synonyms: 1H-Indole,1-acetyl-2,3-dimethyl;N-Acetyl-2,3-dimethyl-indole;1-acetyl-2,3-dimethyl-indole;N-acetyl-2,3-dimethyl-1H-indole;1-Acetyl-2,3-dimethyl-indol
• CAS NO: 31676-43-4
• Molecular Formula: C12H13NO
• Molecular Weight: 187.241
• Mol File: 31676-43-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 1-acetyl-2,3-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 1-acetyl-2,3-dimethyl-(31676-43-4)
• EPA Substance Registry System: 1H-Indole, 1-acetyl-2,3-dimethyl-(31676-43-4)

Safety Data

• Hazardous Substances Data: 31676-43-4(Hazardous Substances Data)

Usage

Chemical Class

Indole derivatives

Usage

Synthesis of pharmaceuticals and agrochemicals

Unique Attributes

Unique chemical structure and properties

Biological Activities

Antiproliferative, antifungal, and antimicrobial properties

Potential

Anticancer agent with promising results in preclinical studies

Application

Building block in the synthesis of various organic compounds and valuable component in the field of organic chemistry.

Upstream product

• 615-43-0 2-iodophenylamine 
• 14300-16-4 N-(2-(3-oxobutan-2-yl)phenyl)acetamide 
• 1609244-12-3 C₁₂H₁₃N₃O 
• 1609244-11-2 C₂₂H₁₇N₃O 
• 7204-29-7 trans-2-butenyl acetate 
• 103-84-4 Acetanilid 
• 103185-13-3 (E)-crotyl methyl carbonate 
• 52187-73-2 N,N'-diacetyl-N-phenyl-N'-(1-methyl-1-propenyl)hydrazine 
• 53676-45-2 1-(2-hydroxy-3,3-dimethyl-2,3-dihydroindol-1-yl)ethanone 
• 135-19-3 β-naphthol 
• 91-55-4 2,3-dimethylindole 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 21872-75-3 diethoxy(methyl)carbenium tetrafluoroborate 

Downstream Products

• 37914-61-7 2,3-dimethyl-3-methoxyindolenine 
• 82909-37-3 N-acetyl-2-methyl-3-methoxymethylindole 
• 82909-40-8 trans N-acetyl-2,3-dimethoxy-2,3-dimethylindoline 
• 82909-40-8 cis N-acetyl-2,3-dimethoxy-2,3-dimethylindoline 
• 91-55-4 2,3-dimethylindole 
• 150370-71-1 N-acetyl-N-(2-acetylphenyl)acetamide 
• 150370-66-4 3-Acetyl-2a,7b-dihydro-2a,7b-dimethyl-1,2-dioxetoindole 

Relevant articles and documents

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A three-step, highly enantioselective synthesis of (R)-2-methyl tryptophane ethyl ester: Comparison with chemical resolution

(R)-2-Methyltryptophan ethyl ester, (R)-2, having an enantiomeric purity >,=96% was obtained in 3 steps and using (SSS)-hydroxypinanone, 1, as the recoverable chiral auxiliary. The synthesis of the alkylating agent, 5a, was improved (to a reproduceble 55% overall yield from 2,3-dimethylindole). The resolution of racemic-2 through chromatographic separation of the corresponding iminoester derived from (RRR)-1 also proved to be easy and efficient (-25% yield).

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

A method for the direct and rare umpolung of the 3 position of indoles is reported. The activation of N-acetylindole with iron(III) chloride allows the C-H addition of aromatic and heteroaromatic substrates to the C2-C3 double bond of the indole nucleus to generate a quaternary center at C3 and leads regioselectively to 3-arylindolines. Optimization, scope (50 examples), practicability (gram scale, air atmosphere, room temperature), and mechanistic insights of this process are presented. Synthetic transformations of the indoline products into drug-like compounds are also described.

Rh(III)-catalyzed tandem C-H allylation and oxidative cyclization of anilides: A new entry to indoles

RhIII-catalyzed tandem C-H allylation and oxidative cyclization of anilides with allyl carbonates in the presence of a slight excess of AgSbF6 salt and Cu(OAc)2 as oxidant affords easy, economical access to important bioac