149108-61-2

Usage

Uses

Used in Pharmaceutical Development:
N-(P-TOLUENESULFONYL)INDOLE-3-BORONIC ACID is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its ability to form carbon-carbon bonds through Suzuki coupling reactions allows for the creation of diverse and complex molecular structures, which can be further optimized for specific therapeutic effects.
Used in Organic Material Synthesis:
In the field of organic materials, N-(P-TOLUENESULFONYL)INDOLE-3-BORONIC ACID serves as a versatile building block for the development of new materials with tailored properties. Its reactivity in Suzuki coupling reactions enables the synthesis of novel organic compounds with potential applications in areas such as electronics, optoelectronics, and materials science.
Used in Chemical Research:
N-(P-TOLUENESULFONYL)INDOLE-3-BORONIC ACID is utilized as a research tool in chemical laboratories to study the reactivity and properties of boronic acids and their derivatives. Its unique structure allows researchers to explore new reaction pathways and mechanisms, contributing to the advancement of organic chemistry and synthetic methodologies.

Upstream product

• 31271-90-6 1-(p-toluenesulfonyl)-1H-indole 
• 170456-80-1 3-iodo-1-tosyl-1-indole 

Downstream Products

• 1026310-40-6 (3-{3-amino-6-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-pyrazin-2-yl}-propyl)-carbamic acid tert-butyl ester 
• 489431-81-4 5-bromo-3-methoxy-2-(N-tosylindol-3-yl)pyrazine 
• 286007-28-1 1-[(4-methylphenyl)sulfonyl]-3-(5-thien-3-ylpyridin-3-yl)-1H-indole 
• 890120-49-7 3-methoxy-4[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-furan-2,5-dicarboxylic acid dimethyl ester 
• 1310382-60-5 5-[7-(4-acetoxy-butyl)-1H-indole-3-carbonyl]-4-methoxy-3[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-furan-2-carboxylic acid methyl ester 
• 1310382-61-6 5-[7-(5-acetoxy-pentyl)-1H-indole-3-carbonyl]-4-methoxy-3[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-furan-2-carboxylic acid methyl ester 
• 1310382-65-0 4-methoxy-5-[7-(4-methoxycarbonyl-butyl)-1H-indole-3-carbonyl]-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-furan-2-carboxylic acid methyl ester 
• 1310382-63-8 5-[7-(5-acetoxy-4-acetoxymethyl-pentyl)-1H-indol-3-carbonyl]-4-methoxy-3-[(1-(toluene-4-sulfonyl)-1H-indol-3-yl)]-furan-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Regioselective synthesis of 3-(1H-indol-3-yl)-5-(1H-indole-3-carbonyl)-4- hydroxyfuroic acids: Route to hydroxyfuroic acid-based insulin receptor activators

A new class of insulin receptor activator with a hydroxyfuroic acid in place of a hydroxyquinone moiety is reported. The synthesis of 3-(1H-indol-3-yl)-5-(1H-indole-3-carbonyl)-4-hydroxyfuroic acids (26-30) requires seven major steps. Key elements in the syntheses include (1) sequential preparation of two 4-(N-protected indole)-3-methoxy-furoic 2,5-dicarboxylic esters (4 and 6); (2) regioselective conversion of the furoic diacid 8 into its C-5 methyl ester 10 with methyl chloroformate; and (3) acylation of 10 by a 7-substituted indole under a mild condition. This study demonstrates a feasible route of synthesizing insulin receptor activators with a hydroxyfuroic acid scaffold. Among those hydroxyfuroic acid compounds, compound 28 demonstrates insulin receptor activation potential comparable to Merck's compound 2 with a dihydroxybenzoquinone scaffold.

Synthesis and antitumor activity of bisindolylmaleimide and amino acid ester conjugates

A series of novel bisindolylmaleimide and natural amino acid ester conjugates were synthesized and evaluated for their inhibitory activity against six tumor cell lines. Some compounds displayed interesting cytotoxic profiles. The most active compound 8e s

Synthesis of arcyriarubin a and arcyriaflavin a via cross-coupling of indolylboronic acid with dibromomaleimides

Arcyriarubin A was first isolated by Steglich in 1980; it is also the key intermediate in the synthesis of indolocarbazole compounds. A new synthetic approach to the natural products arcyriaflavin A and arcyriarubin A is described. The key step is a Suzuk

Synthesis of novel analogues of marine indole alkaloids: Mono(indolyl)-4-trifluoromethylpyridines and bis(indolyl)-4-trifluoromethylpyridines as potential anticancer agents

Mono(indolyl)-4-trifluoromethylpyridines and bis(indolyl)-4-trifluoromethylpyridines were synthesized using Suzuki cross-coupling reaction between 2-chloro-4-trifluoromethylpyridine 9, 2,6-dichloro-4-trifluoromethylpyridine 6 or 2,6-dichloro-3-cyano-4-tri