58418-25-0

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(tert-butylamino)-4H-3,1-benzoxazin-4-one is used as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure and properties make it a valuable building block for the development of new drugs and molecules with therapeutic potential.
Used in Anticancer Research:
In the field of oncology, 2-(tert-butylamino)-4H-3,1-benzoxazin-4-one is studied for its potential as an anticancer agent. Its biological activities are being investigated to understand its mechanism of action and its ability to target and inhibit the growth of cancer cells.
Used in Antioxidant Applications:
2-(tert-butylamino)-4H-3,1-benzoxazin-4-one is also being explored for its antioxidant properties. Antioxidants are essential in preventing oxidative stress and damage, which can lead to various diseases, including cancer. 2-(tert-butylamino)-4H-3,1-benzoxazin-4-one may have potential applications in the development of antioxidant therapies or supplements.
Used in Material Science:
In the development of new materials, 2-(tert-butylamino)-4H-3,1-benzoxazin-4-one has been investigated for its potential use in organic light emitting diodes (OLEDs) and polymers. Its unique electronic and optical properties make it a promising candidate for improving the performance and efficiency of these materials.
Used in Chemical Research:
2-(tert-butylamino)-4H-3,1-benzoxazin-4-one serves as a subject of interest in chemical research, where its synthesis, properties, and potential applications are being explored. This research contributes to the understanding of benzoxazine chemistry and the development of new synthetic methods and applications for this class of compounds.

Upstream product

• 201230-82-2 carbon monoxide 
• 15054-54-3 1-tert-butyl-3-phenylurea 
• 615-43-0 2-iodophenylamine 
• 54467-95-7 1-azido-2-iodo-benzene 
• 75-64-9 tert-butylamine 
• 16714-25-3 2-azidobenzaldehyde 
• 119072-55-8 tert-butylisonitrile 
• 31162-13-7 2-azidobenzoic acid 
• 552-89-6 2-nitro-benzaldehyde 
• 118-92-3 anthranilic acid 
• 5100-23-2 2-isocyanatobenzoyl chloride 

Relevant academic research and scientific papers

Palladium-catalyzed synthesis of 2-aminobenzoxazinones by aerobic oxidative coupling of anthranilic acids and isocyanides

Isocyanides have emerged as valuable C1 building blocks in palladium catalysis. Their potential has, however, mainly been exploited for the synthesis of amidines and amidine-containing heterocycles. To illustrate the broader applicability of isocyanides, we have recently developed a novel oxidative coupling of diamines and isocyanides furnishing valuable guanidine-containing heterocycles. We here report the extension of this protocol to the coupling of anthranilic acids and isocyanides leading to medicinally relevant 2-aminobenzoxazinones. This is a particularly challenging substrate class for this reaction due to the possibility of undesired decarboxylative pathways and the susceptibility of the products to nucleophilic attack. Therefore, this work underlines the generality and broad potential of the oxidative coupling of bisnucleophiles and isocyanides, facilitating the further implementation of this chemistry in library design.

Pd/C-Catalyzed Carbonylative Synthesis of 2-Aminobenzoxazinones from 2-Iodoaryl Azides and Amines

A palladium-catalyzed carbonylative procedure for the synthesis of 2-aminobenzoxazinones from 1-azido-2-iodobenzenes and amines has been developed. A broad range of 2-aminobenzoxazinone derivatives were prepared in moderate to excellent yields by using Pd

Synthesis of Diverse Nitrogen Heterocycles via Palladium-Catalyzed Tandem Azide–Isocyanide Cross-Coupling/Cyclization: Mechanistic Insight using Experimental and Theoretical Studies

A rapid and elegant tandem azide–isocyanide cross-coupling/cyclization protocol has been developed based on a nitrene transfer reaction. The palladium-catalyzed ligand-free methodology led to the synthesis of three different heterocyclic scaffolds with excellent atom/step/redox economy. Studies based on first-principles-based quantum calculations and control experiments unraveled a concerted process of nitrene transfer reaction on isocyanides, ruling out the metallaaziridine intermediate reported earlier. This finding could pave the way for novel applications of nitrene transfer reactions to generate bioactive heterocycles. (Figure presented.).

I2/TBHP-Mediated Oxidative Coupling of Amino-Based Bisnucleophiles and Isocyanides: Access to 2-Aminobenzoxazinones, 2-Aminobenzoxazines, and 2-Aminoquinazolines under Metal-Free Conditions

An I2/tert-butyl hydroperoxide (TBHP)-mediated oxidative coupling reaction of isocyanides with amino-based bisnucleophiles is described for the synthesis of 2-aminobenzoxazinones, 2-aminobenzoxazines, and 2-aminoquinozolines in moderate to exce

Room-temperature palladium-catalyzed C-H activation: Ortho-carbonylation of aniline derivatives

Pd and CO - ureally got me! The title reaction proceeds efficiently at 18°C under CO (1 atm) with 5 % [Pd(OTs)2 (MeCN)2] as precatalyst. Depending on the solvents used, either anthranilates or cyclic imides can be obtained in high yields (see picture, BQ=benzoquinone, Ts=4-toluenesulfonyl).