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Usage

Uses

Used in Pharmaceutical Industry:
6-BROMO-2-TRIFLUOROMETHYLQUINOLINE is used as a key intermediate in the synthesis of various pharmaceutical compounds for its ability to contribute to the development of novel drugs with enhanced therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 6-BROMO-2-TRIFLUOROMETHYLQUINOLINE is utilized as a building block for the creation of new agrochemicals, aiming to improve crop protection and yield through the development of innovative pesticides and other related products.
Used in Material Science:
6-BROMO-2-TRIFLUOROMETHYLQUINOLINE is employed in the research and development of new materials, leveraging its unique chemical structure to engineer materials with specific properties for various applications.
Used as a Reagent in Organic Chemistry:
6-BROMO-2-TRIFLUOROMETHYLQUINOLINE serves as a reagent in organic chemistry reactions, facilitating specific transformations and syntheses that are crucial for the advancement of organic chemistry and the creation of new chemical entities.

InChI:InChI=1/C10H5BrF3N/c11-7-2-3-8-6(5-7)1-4-9(15-8)10(12,13)14/h1-5H

Upstream product

• 5332-25-2 6-bromoquinoline 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 1001621-59-5 2-azido-5-bromobenzaldehyde 
• 421-50-1 1,1,1-trifluoro-2-propanone 

Relevant academic research and scientific papers

Nucleophilic trifluoromethylation of azinium salts with Zn(CF3)2·bpy

(Trifluoromethyl)zinc complexes have been widely used in metal-mediated trifluoromethylation reactions. However, direct nucleophilic addition with a (trifluoromethyl)zinc complex is rare. In this article, we describe an unprecedented trifluoromethylation of azinium salts using Zn(CF3)2·bpy as CF3 source, giving 1-(4-methoxybenzyl)-2-(trifluoromethyl)-1,2-dihydroquinolines as products. The latter species were further transformed to 2-trifluoromethylquinolines under oxidative conditions. This work also shows that ligands play an important role in tuning the reactivity of (trifluoromethyl)zinc complexes.

Cascade Knoevenagel and aza-Wittig reactions for the synthesis of substituted quinolines and quinolin-4-ols

A [4 + 2] annulation involving cascade Knoevenagel, aza-Wittig and dehydrofluorination reactions is developed for the synthesis of substituted quinolin-4-ols including analogs bearing CF2H, CF3, and C2F5 groups. This simple and highly efficient method is also applicable for the synthesis of substituted quinolines. A number of reported biologically active compounds can be readily prepared by this one-pot synthesis. Green chemistry metrics analysis of the new reaction processes provided favorable results.

2-Position-Selective C-H Perfluoroalkylation of Quinoline Derivatives

We developed 2-position-selective, direct C-H trifluoromethylation, pentafluoroethylation, and heptafluoropropylation of quinoline derivatives. Regioselective transformation was achieved without derivatization of the quinolines. The reaction proceeded at room temperature with high functional group tolerance, even in gram scale. Notably, the reaction was applicable to substrates containing a functional group sensitive to oxidation and a drug molecule.

2-(trifluoromethyl)quinolines from anilines: A novel mode of isomerization and cyclization

Deprotonation of N-ethylidene-tert-butylamine with lithium diisopropylamide and subsequent condensation with ethyl trifluoroacetate gives 4-tert-butylamino-1,1,1-trifluorobut-3-en-2-one. An exchange of the amino substituent occurs when the latter compound