905966-48-5

Basic information

• Product Name: 2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-indole
• Synonyms: 1-Methyl-1H-indole-2-boronic acid, neopentyl glycol ester;2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-indole;1-Methylindole-2-boronic acid, neopentyl glycol ester;1H-Indole, 2-(5,5-diMethyl-1,3,2-dioxaborinan-2-yl)-1-Methyl-
• CAS NO: 905966-48-5
• Molecular Formula: C14H18BNO2
• Molecular Weight: 243.10922
• Mol File: 905966-48-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-indole(905966-48-5)
• EPA Substance Registry System: 2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-indole(905966-48-5)

Safety Data

• Hazardous Substances Data: 905966-48-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-indole is used as a building block in pharmaceutical research for its potential to contribute to the development of new drugs. Its unique structure and reactivity make it a promising candidate for creating novel therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, 2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-indole is used as a key component to construct complex organic molecules. Its presence in various chemical reactions can lead to the formation of new compounds with specific properties.
Used in Anticancer Applications:
2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-indole is used as an anticancer agent due to its demonstrated properties against cancer cells. Studies have shown that 2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-indole has the potential to be further developed and researched for its role in inhibiting tumor growth and progression.
Used in Antimicrobial Applications:
In the antimicrobial industry, 2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-1-methyl-1H-indole is used for its potential to combat microbial infections. Its antimicrobial properties make it a candidate for further exploration in the development of new antimicrobial agents to address the growing need for effective treatments against resistant pathogens.

Upstream product

• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 16136-58-6 N-methyl-1H-indole-2-carboxylic acid 
• 875-79-6 1,2-dimethylindole 

Relevant articles and documents

Carbon-carbon bond activation by B(OMe)3/B2pin2-mediated fragmentation borylation

Selective carbon-carbon bond activation is important in chemical industry and fundamental organic synthesis, but remains challenging. In this study, non-polar unstrained Csp2-Csp3 and Csp2-Csp2 bond activation was achieved by B(OMe)3/B2pin2-mediated fragmentation borylation. Various indole derivatives underwent C2-regioselective C-C bond activation to afford two C-B bonds under transition-metal-free conditions. Preliminary mechanistic investigations suggested that C-B bond formation and C-C bond cleavage probably occurred in a concerted process. This new reaction mode will stimulate the development of reactions based on inert C-C bond activation. This journal is

Mechanism and Scope of Nickel-Catalyzed Decarbonylative Borylation of Carboxylic Acid Fluorides

This Article describes the development of a base-free, nickel-catalyzed decarbonylative coupling of carboxylic acid fluorides with diboron reagents to selectively afford aryl boronate ester products. Detailed studies were conducted to assess the relative rates of direct transmetalation between aryl boronate esters and diboron reagents and a bisphosphine nickel(aryl)(fluoride) intermediate. These investigations revealed that diboron reagents undergo transmetalation with this Ni(aryl)(fluoride) intermediate at rates significantly faster than their aryl boronate ester congeners. Furthermore, the reactivity of both boron reagents toward transmetalation is enhanced with increasing electrophilicity of the boron center. These mechanistic insights were leveraged to develop a catalytic decarbonylative borylation of acid fluorides that proved applicable to a variety of (hetero)aryl carboxylic acid fluorides as well as diverse diboron reagents. The acid fluorides can be generated in situ directly from carboxylic acids. Furthermore, the mechanistic studies directed the identification of various air-stable Ni pre-catalysts for this transformation.