46182-32-5

Usage

Uses

Used in Pharmaceutical Industry:
1-Ethyl-5-methoxyindole is used as a pharmaceutical compound for its potential pharmacological and biological activities. It is being studied for its applications in the development of new drugs and therapies.
Used in Organic Synthesis:
1-Ethyl-5-methoxyindole is used as a building block in organic synthesis for the creation of other chemical compounds. Its unique structure allows for the synthesis of various molecules with potential applications in different fields.

InChI:InChI=1/C11H13NO/c1-3-12-7-6-9-8-10(13-2)4-5-11(9)12/h4-8H,3H2,1-2H3

Upstream product

• 1006-94-6 5-methoxylindole 
• 74-96-4 ethyl bromide 
• 383-63-1 ethyl trifluoroacetate, 
• 21857-45-4 5-methoxyindoline 
• 64-17-5 ethanol 
• 181651-32-1 N-ethyl-N-(4-methoxyphenyl)ethenesulfinamide 

Downstream Products

• 1613252-36-0 (E)-2-(1-ethyl-5-methoxy-1H-indol-3-yl)benzaldehyde O-methyl oxime 
• 842975-56-8 1-ethyl-5-methoxy-1H-indole-3-carboxaldehyde 

Relevant academic research and scientific papers

Microwave-assisted synthesis method for ethylation reaction

The invention relates to a microwave-assisted synthesis method for an ethylation reaction. The method is characterized in that a reaction substrate is in an organic solvent, trifluoroacetic acid ethyl ester is taken as an ethylation reagent, in the presence of an alkali, microwave-assisted heating is carried out for 2 minutes, and a corresponding ethylation product can be obtained. The invention provides a new method for the ethylation reaction. The reaction rate of the method is several times higher than that of a traditional method, the operation is simple and convenient, the cost is low, the reaction time is short, the application range of the substrate is wide, the use of the expensive or hypertoxic ethylation reagent can also be avoided, and the method has higher application value.

Divergent dehydrogenative coupling of indolines with alcohols

The dehydrogenative coupling of indolines with alcohols catalyzed by an iridium complex has been achieved to afford both N- and C3-alkylated indoles selectively, by simply changing the addition time of a base additive. The iridacycle catalyst plays multiple roles in these reactions, which dehydrogenates both amines and alcohols and catalyzes the coupling reactions. Mechanistic studies reveal that a borrowing hydrogen-dehydrogenation process and a dehydrogenationborrowing hydrogen process are involved in N-alkylation and C3-alkylation reactions, respectively. The C3-alkylation reaction involves the direct coupling of two sp3 carbon centers.

Palladium catalyzed dual C-H functionalization of indoles with cyclic diaryliodoniums, an approach to ring fused carbazole derivatives

Palladium(ii)-catalyzed dual C-H functionalization of indoles with cyclic diaryliodoniums was successfully achieved, providing a concise method to synthesize dibenzocarbazoles. In a single operation, two C-C bonds and one ring were formed. The reaction was ligand free and tolerated air and moisture conditions.

Cu(ii)-catalyzed C-H (SP3) oxidation and C-N cleavage: Base-switched methylenation and formylation using tetramethylethylenediamine as a carbon source

Base-switched methylenation and formylation using tetramethylethylenediamine (TMEDA) as a carbon source have been achieved under mild conditions, catalyzed by CuCl2, with atmospheric oxygen as oxidant. Bisindolylmethanes, diphenylmethanes and 3-formylindoles were synthesized with excellent regioselectivity and good yield.

Substituted N-aryl alk-1-enesulfinamides: Preparation, properties and conversion into the corresponding indole compounds [1]

Reaction of vinylic organometallic derivatives with N-sulfinyl arenamines 2 affords the title sulfinamides 3. On heating their solutions in selected solvents to 80-124 °C, these sulfinamides are converted into the corresponding indoles 6, probably via a [3.3]-sigmatropic rearrangement to intermediates VIII which undergo an intramolecular carbophilic reaction of the nitrogen atom with the neighboring sulfine group, followed by elimination of HSOH. The triethyloxonium tetrafluoroborate- or boron trifluoride etherate catalyzed conversion 3 → 6 can be carried out at a much lower temperature. Elsevier,.