7171-84-8

Usage

Indole family

Derived from the indole family The compound is based on the indole structure, which is a core structure found in various natural and synthetic compounds.

Nitroethenyl group

Contains a nitroethenyl group The compound has a 2-nitroethenyl group (NO2-CH=CH2) attached to the indole core, which contributes to its unique reactivity and properties.

Methyl substituent

Methyl group present A methyl group (CH3) is attached to the indole core, further modifying the compound's properties and reactivity.

Potential applications

Pharmaceutical and agrochemical industries The compound's unique structure and reactivity make it a candidate for use in the development of new drugs and agrochemicals.

Biological activities

May have biological activities The compound could exhibit biological activity, making it a potential target for research and development in various fields.

Building block

Used for synthesis of organic compounds and heterocyclic molecules The compound can serve as a starting material or building block for the synthesis of other complex organic molecules and heterocyclic compounds.

Handling precautions

Potential reactivity and toxicological properties Due to its potential reactivity and toxicological properties, it is important to handle 1-methyl-2-[(E)-2-nitroethenyl]-1H-indole with caution and follow appropriate safety guidelines.

Upstream product

• 19012-03-4 N-methyl-3-formylindole 
• 75-52-5 nitromethane 
• 27421-51-8 1-methyl-1H-indole-2-carboxaldehyde 
• 18450-24-3 ethyl N-methylindole-2-carboxylate 
• 1485-22-9 (1-methyl-1H-indol-2-yl)-methanol 
• 3770-50-1 2-carbethoxyindole 
• 1202-04-6 indole-2-carboxylic acid methyl ester 
• 1477-50-5 Indole-2-carboxylic acid 
• 24621-70-3 2-(hydroxymethyl)indole 
• 19005-93-7 1H-indol-2-ylcarboxaldehyde 

Downstream Products

• 21240-56-2 9-methyl-9H-carbazole-3-carbaldehyde 
• 89369-26-6 9-Methyl-9H-carbazole-4-carbaldehyde 
• 89374-74-3 9-Methyl-4-(1-methyl-1H-indol-2-yl)-9H-carbazole 
• 1304779-84-7 2-(1-benzyl-2,5-dimethyl-1H-pyrrol-3-yl)-1-methyl-1H-indole 
• 1304779-81-4 2-(1-benzyl-2,5-diphenyl-1H-pyrrol-3-yl)-1-methyl-1H-indole 
• 1304779-96-1 2-(1-benzyl-2-methyl-5-phenyl-1H-pyrrol-3-yl)-1-methyl-1H-indole 
• 1304779-90-5 2-(1-benzyl-5-methyl-2-phenyl-1H-pyrrol-3-yl)-1-methyl-1H-indole 

Relevant academic research and scientific papers

Cycloaddition of in Situ Formed Azaoxyallyl Cations with 2-Alkenylindoles: An Approach to Tetrahydro-β-carbolinones

A novel [3 + 3] cycloaddition between in situ formed azaoxyallyl cations and 2-alkenylindoles has been developed. This concise method allows the efficient construction of a series of tetrahydro-β-carbolinones in good yields under mild conditions. Gram-sca

Diastereoselective synthesis of functionalized tetrahydrocarbazoles via a domino-ring opening-cyclization of donor-acceptor cyclopropanes with substituted 2-vinylindoles

A new domino synthetic approach for the synthesis of highly functionalized tetrahydrocarbazoles via DROC of various functionalized DA-cyclopropanes with 2-indolylnitroethylene and indole-substituted alkylidene malonate is described. The tetrahydrocarbazol

Regio- and stereospecific uncatalyzed reactions of electron-rich arenes and olefins at organomolybdenum enantiomeric scaffolds

A novel uncatalyzed reaction between TpMo(CO)2(5- trifluoroacetoxy-η3-5,6-dihydropyranyl/dihydropyridinyl) complexes and electron-rich arenes/olefins is reported. The reaction proceeds under mild reaction conditions so that a variety of functional groups are tolerated. Combined with a stereospecific annulative demetalation, the new reaction provides a rapid access to polycyclic alkaloid structures. The sequential protocol was used to prepare analogues of the antimalarial agent isofebrifugine.

Rhodium-catalyzed asymmetric addition of arylboronic acids to indolylnitroalkenes

Indolylnitroethanes and their derivatives are key intermediates to many bioactive structures. Most approaches to access chiral indolylnitroethanes involve organocatalyzed or metal-catalyzed asymmetric Friedel-Crafts reaction of indoles with nitroalkenes.

Synthesis of 2-and 3-indolylpyrroles via 1,3-dipolar cycloadditions of muenchnones and nitroalkenes

A series of 2-and 3-indolylpyrroles were generated via 1,3-dipolar cycloadditions between (2-nitrovinyl)indoles and symmetrical and unsymmetrical 1,3-oxazolium-5-olates (muenchnones). The Japan Institute of Heterocyclic Chemistry.

Diels-Alder Reaction of 2-Vinylindoles with Maleic Anhydride

N-Methyl-2-(2-methyl- (1), 2-methoxy- (2), and 2-ethoxycarbonyl- (3) -vinyl)indoles furnish the corresponding Diels-Alder adducts 5, 6 and 7 when treated with maleic anhydride.Under similar conditions N-methyl-2-(2-nitrovinyl)indole (4) undergoes dimerisation to give the dimer (8).Dimerisation to compound 17 is also observed during attempted separation of the mixture of cis- and trans-isomers of N-methyl-2-(2-methylvinyl)indole (1) on silica gel.The Diels-Alder adducts (5 and 7), on hydrolysis, followed by lead tetraacetate oxidation give the carbazoles, 11 and 14a + 14b respectively.

Synthesis of 2-amino-4-(2-benzofuryl)Δ1 pyrrolines and study of their antidysrhythmic properties

The synthesis of 2-amino 4(2-benzofuryl)Δ1 pyrrolines, substituted in the aromatic ring and/or on the nitrogen atom of the amino group, is described. These derivatives are obtained from 3 (2-benzofuryl) acrylic esters, on which nitromethane is added. The reduction of 4-nitrobutyric esters lead to pyrrolidinones, and then to the entitled derivatives. Some analogs, the benzofuran ring of which is replaced by another heterocycle, were also prepared. Some of them exhibit interesting antidysrhythmic properties.