168265-57-4

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-bromo-N-(tert-butyl)benzamide is used as an intermediate for the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides. Its steric hindrance and reactivity make it a valuable component in the creation of complex molecular structures.
Used in Organic Synthesis:
As a reagent, 2-bromo-N-(tert-butyl)benzamide is employed in organic synthesis to facilitate specific chemical reactions, taking advantage of its unique structural features to achieve desired outcomes in the synthesis process.
Used in Chemical Research and Development:
2-bromo-N-(tert-butyl)benzamide serves as a building block for the preparation of diverse chemical compounds, enabling researchers to explore new chemical pathways and create novel molecules with potential applications in various fields.
Used for Controlling Reactivity and Selectivity in Chemical Reactions:
2-bromo-N-(tert-butyl)benzamide is utilized for its steric hindrance provided by the tert-butyl group, which is instrumental in controlling the reactivity and selectivity of the compound in various chemical reactions, thus allowing for more precise synthetic routes.
Used for Further Functionalization:
The bromo substituent in 2-bromo-N-(tert-butyl)benzamide is used for further functionalization, allowing the introduction of additional chemical functionalities into the molecule, which can expand its applications and properties.

Upstream product

• 5894-65-5 N-t-butylbenzamide 
• 75-64-9 tert-butylamine 
• 88-65-3 2-bromobenzoic-acid 
• 540-88-5 acetic acid tert-butyl ester 
• 2042-37-7 o-cyanobromobenzene 
• 7154-66-7 2-bromobenzoic acid chloride 
• 75-91-2 tert.-butylhydroperoxide 

Downstream Products

• 41225-78-9 N-(tert-butyl)-2-nitrobenzamide 

Relevant academic research and scientific papers

Nickel-catalyzed regioselective C-H halogenation of electron-deficient arenes

A straightforward Ni(ii)-catalyzed general strategy was developed for the ortho-halogenation of electron-deficient arenes with easily available halogenating reagents N-halosuccinimides (NXS; X = Br, Cl and I). The transformation was highly regioselective and a wide substrate scope and functional group tolerance were observed. This discovery could be of great significance for the selective halogenation of amides, benzoic esters and other substances with guiding groups. Mechanistic investigations were also described.

Efficient Approach to Amide Bond Formation with Nitriles and Peroxides: One-Pot Access to Boronated β-Ketoamides

An efficient, mild and practical approach for the synthesis of amides from nitriles and peroxides is reported in the presence of boron trifluoride ethereate. In this protocol, we utilized peroxides as C1 synthons for the amidation reaction. Als

Cp?CoIII-Catalyzed syn-Selective C-H Hydroarylation of Alkynes Using Benzamides: An Approach Toward Highly Conjugated Organic Frameworks

Hydroarylation of internal alkynes by cost-effective CoIII-catalysis, directed by N-tert-butyl amides, is achieved to avail mono- or dihydroarylated amide products selectively in an atom and step economic way. Several important functional groups were tolerated under the reaction conditions, and syn-hydroarylation products were exclusively isolated. Notably, a 4-fold C-H hydroarylation provided a highly conjugated organic framework in one step. Kinetic study with extensive deuterium labeling experiments were performed to support the proposed mechanism.

Practical Synthesis of Phenanthridinones by Palladium-Catalyzed One-Pot C-C and C-N Coupling Reaction: Extending the Substrate Scope to o-Chlorobenzamides

A highly efficient construction of phenanthridinone derivatives from o-halobenzamides was developed by using a phosphine-free palladium catalyst in N,N-dimethylacetamide. The domino reaction proceeds through a sequential C-C and C-N bond-formation process in one pot. This protocol exhibits broad substrate scope and affords a series of phenanthridinones in up to 93 % yield. Importantly, the protocol could also be applied for the less reactive o-chlorobenzamides. The approach constitutes the first example of the synthesis of phenanthridinones from this kind of substrate. Moreover, the success of a gram-scale reaction demonstrated that this operationally simple process is scalable.

A straightforward anionic coupling for the synthesis of ortho-bromobiaryls

Non-catalyzed anionic coupling of aryllithiums with 1,2-dibromobenzene gives straightforward access to valuable ortho-bromobiaryls.