Publication

Versatile 2-Fluoroacrylic Building Blocks for the Synthesis of Fluorinated Heterocyclic Compounds

Manfred Schlosser
1996
Journal Articles

Abstract

The Me ester of 2-fluoro-3-methoxyacrylic acid and the corresponding acyl chloride were used for the efficacious synthesis of fluorine-bearing pyrazolones, pyrimidines, coumarines and benzothiopyranones. Depending on the C3F component and the conditions employed, the same cyclization partner (e.g., 2-aminothiophenol) may lead to two or even three different products. The condensation of phenylhydrazine with (Z)-2-fluoro-3-methoxy-2-propenoyl chloride gave (Z)-2-fluoro-3-methoxy-2-propenoic acid 2-phenylhydrazide. The cyclocondensation of the latter gave 4-fluoro-1,2-dihydro-1-phenyl-3H-pyrazol-3-one. [on SciFinder (R)]

Official source

https://infoscience.epfl.ch/entities/publication/228d52fb-7b89-47cb-83b5-2b94bff94b03

About this result

This page is automatically generated and may contain information that is not correct, complete, up-to-date, or relevant to your search query. The same applies to every other page on this website. Please make sure to verify the information with EPFL's official sources.

Graph Chat

Chat with Graph Search

Ask any question about EPFL courses, lectures, exercises, research, news, etc. or try the example questions below.

DISCLAIMER: The Graph Chatbot is not programmed to provide explicit or categorical answers to your questions. Rather, it transforms your questions into API requests that are distributed across the various IT services officially administered by EPFL. Its purpose is solely to collect and recommend relevant references to content that you can explore to help you answer your questions.

Manfred Schlosser
1996
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/228d52fb-7b89-47cb-83b5-2b94bff94b03

About this result

Related concepts (11)

Acyl chloride

In organic chemistry, an acyl chloride (or acid chloride) is an organic compound with the functional group . Their formula is usually written , where R is a side chain. They are reactive derivatives of carboxylic acids (). A specific example of an acyl chloride is acetyl chloride, . Acyl chlorides are the most important subset of acyl halides. Where the acyl chloride moiety takes priority, acyl chlorides are named by taking the name of the parent carboxylic acid, and substituting -yl chloride for -ic acid.

Chlorine

Chlorine is a chemical element with the symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate between them. Chlorine is a yellow-green gas at room temperature. It is an extremely reactive element and a strong oxidising agent: among the elements, it has the highest electron affinity and the third-highest electronegativity on the revised Pauling scale, behind only oxygen and fluorine.

Acyl halide

In organic chemistry, an acyl halide (also known as an acid halide) is a chemical compound derived from an oxoacid by replacing a hydroxyl group () with a halide group (, where X is a halogen). If the acid is a carboxylic acid (), the compound contains a functional group, which consists of a carbonyl group () singly bonded to a halogen atom. The general formula for such an acyl halide can be written RCOX, where R may be, for example, an alkyl group, CO is the carbonyl group, and X represents the halide, such as chloride.