33022-90-1

Usage

Uses

Used in Organic Synthesis:
1-(1,2-dimethyl-1H-indol-3-yl)ethanone(SALTDATA: 0.12NaCl) is used as a key intermediate in the synthesis of various organic compounds. Its unique structure and reactivity make it a valuable building block for the development of new molecules with potential applications in various fields.
Used in Pharmaceutical Research:
1-(1,2-dimethyl-1H-indol-3-yl)ethanone(SALTDATA: 0.12NaCl) is used as a starting material or a synthetic intermediate in the development of new pharmaceuticals. Its structural features and chemical properties allow for the design and synthesis of novel drug candidates with potential therapeutic applications.
Used in Chemical Research:
1-(1,2-dimethyl-1H-indol-3-yl)ethanone(SALTDATA: 0.12NaCl) is used as a research tool in the study of chemical reactions and mechanisms. Its unique properties and reactivity provide insights into the behavior of similar compounds and contribute to the understanding of fundamental chemical processes.
Used in Analytical Chemistry:
1-(1,2-dimethyl-1H-indol-3-yl)ethanone(SALTDATA: 0.12NaCl) can be used as a reference compound or a standard in analytical chemistry. Its well-defined properties and purity make it suitable for calibration of instruments and validation of analytical methods.
Used in Material Science:
1-(1,2-dimethyl-1H-indol-3-yl)ethanone(SALTDATA: 0.12NaCl) may have potential applications in the development of new materials, such as organic semiconductors or functional polymers. Its unique structure and properties can be exploited to create materials with specific characteristics and performance.

InChI:InChI=1/C12H13NO/c1-8-12(9(2)14)10-6-4-5-7-11(10)13(8)3/h4-7H,1-3H3

Upstream product

• 875-79-6 1,2-dimethylindole 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 22582-52-1 3-acetyl-2-methylindole 
• 74-88-4 methyl iodide 
• 41780-79-4 N'-(4-cyanobenzylidene)-4-methylbenzenesulfonohydrazide 
• 100-61-8 N-methylaniline 
• 123-54-6 acetylacetone 
• 78-39-7 Triethyl orthoacetate 
• 77129-87-4 E-4-(N-methylanilino)-3-pentene-2-one 
• 21872-75-3 diethoxy(methyl)carbenium tetrafluoroborate 

Downstream Products

• 859157-77-0 1-(1,2-dimethyl-1H-indol-3-yl)-2-[[2-(1,2-dimethyl-1H-indol-3-yl)-2-oxo-ethyl]-(4-methoxy-phenyl)-amino]-ethanone 
• 859157-79-2 2-[[2-(2,5-dimethyl-furan-3-yl)-2-oxo-ethyl]-(4-methoxy-phenyl)-amino]-1-(1,2-dimethyl-1H-indol-3-yl)-ethanone 
• 50776-25-5 2-bromo-1-(1,2-dimethyl-indol-3-yl)-ethanone 

Relevant academic research and scientific papers

Photochromic properties of a water-soluble methyl carboxylic acid indolylfulgimide

Photochromic fulgides and fulgimides have been identified as promising materials for applications in optical memory media, optical switches, and sensors. For applications in humid environments or biological systems, hydrolytic stability is crucial. A new photochromic methyl carboxylic acid indolylfulgimide was synthesized to improve hydrolytic stability in aqueous solution. The UV-vis spectra, extinction coefficient, thermal stability, and photochemical stability of the fulgimide were characterized in 50 mM sodium phosphate buffer (pH 7.4). The open and closed forms were both stable in buffer. At 37 °C after 500 h, the open forms of the fulgimide showed no degradation within experimental error (1-2%) by 1H NMR and 2.3% decomposition by UV-vis spectroscopy. The closed form degraded 22% and 11% after 500 h at 37 °C in buffer by UV-vis and 1H NMR data, respectively. In addition, the fulgimide cycled back and forth between the open and closed forms 80 times before degrading by 20% in buffer. The methyl group at the bridging position of the fulgimide significantly increased the thermal stability by overcoming the rapid hydrolysis of the trifluoromethyl group.

A liquid crystal opto-optical switch: Nondestructive information retrieval based on a photochromic fulgide as trigger

Liquid crystals are a unique medium for sensing small structural changes in their environment. Cholesteric liquid crystals respond to these forces by changing their pitch. A photochromic dopant in a cholesteric liquid crystal was used to translate optical input to observable pitch change. The change is reversible solely by action of light, and a cyclic mode of operation is demonstrated. The information encoded by light can be read optically without its , destruction. The doped liquid crystal system does not show fatigue during the course of these experiments.

THE PHOTOCHEMISTRY OF 4-(N-METHYLANILINO)-PENT-3-EN-2-ONE

Low conversion irradiation studies indicate that the cis and trans 3-acetyl-1,2-dimethylindolines are intermediate products in the photosynthetic production of 1,2 dimethylindole from 4-(N-methylanilino)-pent-3-en-2-one.

Palladium-catalyzed regioselective C-H fluoroalkylation of indoles at the C4-position

An exclusive catalytic C4-selective fluoroalkylation of indoles with highly active (1H, 1H-perfluoroalkyl)mesityliodonium triflate has been described. The key to its high regioselectivity is the appropriate choice of an easily accessible, cheap and removable directing group at the C3 position in the presence of a Pd(OAc)2 catalyst. Besides indole fluoroalkylation, the application of this strategy in other heteroarenes such as benzo[b]thiophene is also described.

Pd-catalyzed cascade reactions between: O -iodo- N -alkenylanilines and tosylhydrazones: Novel approaches to the synthesis of polysubstituted indoles and 1,4-dihydroquinolines

Two different Pd-catalyzed cascade reactions between o-iodo-N-alkenylanilines and tosylhydrazones are described. The outcome of the cascade processes is determined by the substitution on the N-alkenyl fragment. The reactions with N-tosyl-N-ethylene-o-iodoanilines lead to indoles through a sequence that involves the sequential migratory insertions of a carbene ligand and a C-C double bond, featuring a 5-exo-trig cyclization. The reactions with N-alkyl-N-alkenyl-o-iodoanilines provide 1,4-dihydroquinolines through a cascade reaction that includes a formal 6-endo-trig cyclization. In both cases the benzofused heterocycles are built through the formation of two C-C bonds on the hydrazonic carbon atom.

Reactions of nitrilium salts with indole and pyrrole and their derivatives in the synthesis of imines, ketones and secondary amines

Abstract Reactions of N-methyl- and N-ethyl-nitrilium salts with indole and pyrrole and their derivatives yield imines or imine salts in good yields. The related imines are obtained from the salts after careful basification and hydrolysis of the imine salts or the imines by heating with aqueous base give the related ketones in good yields. Alternatively, the imine salts can be reduced using sodium borohydride in methanol to give the related secondary amines.

Study on photochromism of diarylethenes with a 2,5-dihydropyrrole bridging unit: A convenient preparation of 3,4-diarylpyrroles from 3,4-diaryl-2,5- dihydropyrroles

Symmetric and nonsymmetric diarylethenes with a 2,5-dihydropyrrole bridging unit have been prepared, and the photochromic properties are investigated. Both symmetric and nonsymmetric diarylethenes with 2,5-dihydropyrrole bridging units undergo reversible ring-opening and ring-closing photoisomerization reactions in nonpolar solvents with UV/vis light, and some of them exhibit good fatigue resistance and no marked degradation detected after 10 cycles via an on/off switch. In polar solvents, however, photochromic diarylethenes with 2,5-dihydropyrrole bridging units produce 3,4-diarylpyrrole derivatives instead of the ring-closing isomer of diarylethenes with UV light irradiation. A class of N-substituted 3,4-diphenylethenes with 2,5-dihydropyrrole bridging units were prepared and used as templates to investigate the conversion reactions. The mechanism of photoconversion of 3,4-diaryl-2,5-dihydropyrroles to 3,4-diarylpyrroles was explored as well.

Fulgimide derivatives

A fulgimide derivative of the formula: STR1 wherein R1, R2, R3 are independently alkyl cycloalkyl aryl etc.; R4 is thienyl, indolyl, furyl, etc.; X is a divalent organic residue; and R is amino, OH, etc., or a v

Reactions of Electron-rich Heterocycles with Orthocarboxylic Acid Derivatives, 9. - Acylation of Indole and Methylindoles with Dialkoxycarbenium Tetrafluoroborates

Indole and some methylindoles 1 were acylated regioselectively with dialkoxycarbenium tetrafluoroborates 2 under mild conditions.The formyl cation equivalent 2a' reacts with excess of indoles 1 to give the bisindolylcarbenium tetrafluoroborates 13a-d.

THE FORMATION OF ACYLAMINO-DERIVATIVES OF INDOLES AND PYRROLES BY REACTIONS WITH NITRILIUM SALTS

N-Methylnitrilum fluoroborates are prepared rapidly by warming trimethyloxonium fluoroborate wiht a slight excess of the nitrile, subsquent addition of indoles and pyrroles at low temperatures (-50 deg C to -20 deg C) gives iminium salts (and hence ketones) in high yields.