2368-16-3

Usage

InChI:InChI=1/C15H12FNO2/c16-13-8-6-12(7-9-13)15(19)17-10-14(18)11-4-2-1-3-5-11/h1-9H,10H2,(H,17,19)

Upstream product

• 5468-37-1 2-aminoacetophenone hydrochloride 
• 403-43-0 4-fluorobenzoyl chloride 
• 532-27-4 1-chloroacetophenone 
• 456-22-4 4-Fluorobenzoic acid 
• 1816-88-2 2-azido-1-phenylethan-1-one 
• 1590389-14-2 potassium trifluoro(4-fluorobenzoyl)borate 

Downstream Products

• 1493-43-2 2-(4-fluorophenyl)-5-phenylthiazole 
• 324-80-1 2-(4-fluorophenyl)-5-phenyloxazole 
• 99923-50-9 3-(4-Fluoro-benzoylamino)-4-oxo-4-phenyl-butyric acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of α-Amidoketones through the Cascade Reaction of Carboxylic Acids with Vinyl Azides under Catalyst-Free Conditions

An efficient synthesis of α-amidoketone derivatives through the cascade reactions of carboxylic acids with vinyl azides is presented. Compared with literature protocols, notable features of this new method include catalyst-free conditions, broad substrate scope, good tolerance of a wide range of functional groups, and high efficiency. In addition, the synthetic potential of this method as a tool for late-stage modification was convincingly manifested by its application in the structural elaborations of a number of carboxylic acid drug molecules.

Synthesis method of alpha-acylamino ketone compound

The invention discloses a synthesis method of an alpha-acylamino ketone compound, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps: mixingan alkenyl azide compound 1, a carboxylic acid compound 2 and an organic solvent, and heating to react to obtain the alpha-acylamino ketone compound 3. Compared with the prior art, the method has thefollowing advantages: (1) the synthesis process is simple and efficient, no catalyst is needed in the whole process, and the alpha-acylamino ketone compound can be obtained with high yield by dissolving the alkenyl azide compound and the carboxylic acid compound in the solvent and stirring; (2) raw materials are cheap and easy to obtain, reaction conditions are mild, and operation is simple; (3) the substrate is wide in application range and can be used for modifying drug molecules; and (4) the atom economy is high, and the requirements of green chemistry are met.

Synthesis of secondary and tertiary amides without coupling agents from amines and potassium acyltrifluoroborates (KATs)

Although highly effective for most amide syntheses, the activation of carboxylic acids requires the use of problematic coupling reagents and is often poorly suited for challenging cases such as N-methyl amino acids. As an alternative to both secondary and tertiary amides, we report their convenient synthesis by the rapid oxidation of trifluoroborate iminiums (TIMs). TIMs are easily prepared by acid-promoted condensation of potassium acyltrifluoroborates (KATs) and amines and are cleanly and rapidly oxidized to amides with hydrogen peroxide. The overall transformation can be conducted either as a one-pot procedure or via isolation of the TIM. The unique nature of the neutral, zwitterionic TIMs makes possible the preparation of tertiary amides via an iminium species that would not be accessible from other carbonyl derivatives and can be conducted in the presence of unprotected functional groups including acids, alcohols and thioethers. In preliminary studies, this approach was applied to the late-stage modifications of long peptides and the iterative synthesis of short, N-methylated peptides without the need for coupling agents.

Chemoselective acylation of primary amines and amides with potassium acyltrifluoroborates under acidic conditions

Current methods for constructing amide bonds join amines and carboxylic acids by dehydrative couplings-processes that usually require organic solvents, expensive and often dangerous coupling reagents, and masking other functional groups. Here we describe an amide formation using primary amines and potassium acyltrifluoroborates promoted by simple chlorinating agents that proceeds rapidly in water. The reaction is fast at acidic pH and tolerates alcohols, carboxylic acids, and even secondary amines in the substrates. It is applicable to the functionalization of primary amides, sulfonamides, and other N-functional groups that typically resist classical acylations and can be applied to late-stage functionalizations.

Water-binding solid scintillators: Synthesis, emission properties, and tests in 3H and 14C counting

Spectral and time-resolved fluorescence properties as well as relative fluorescence quantum yields of carbodiimide derivatives of 2,5-diphenyloxazole (PPO) (prepared by H2S elimination from the corresponding thioureas), of some intermediates in the preparation, and of several other PPO derivatives were investigated in solution and in the solid state to test their suitability as solid scintillators. The carbodiimides reacted slowly with water under acidic conditions to yield ureas. These systems were compared with solid mixtures of other PPO derivatives with sodium sulfate as a drying agent, as chemically water-binding solid scintillators in 3H and 14C counting. Both the chemically and the absorptive water-binding scintillators proved capable of counting 3H and 14C decay, and open a way to the counting of aqueous samples by solid scintillators without a drying step.

Synthesis and hypolipidemic activities of 5-thienyl-4-oxazoleacetic acid derivatives

A series of 2,5-disubstituted 4-oxazoleacetic acid derivatives was synthesized and evaluated for hypolipidemic activity. Among them, those with a thienyl group at C-5 of the oxazole ring exerted highly potent hypolipidemic effects in rats. 2-(4-Fluorophen