Publication

The "off-shore" construction of optionally substituted 4-trifluoromethyl-2-quinolinones

Manfred Schlosser, Frédéric Leroux
2006
Journal Articles

Abstract

Treatment of ortho-lithiated tert-Bu N-arylcarbamates (i.e., BOC-protected anilines) with N-(trifluoroacetyl)piperidine provides 2-(N-BOC-amino)aryl trifluoromethyl ketones which, upon reaction with an alpha-alkoxycarbonyl-substituted phosphorus ylide and acid (or base) yields 4-trifluoromethyl-2-quinolinones which may bear addnl. substituents at any available position. The method is convenient and expedient. [on SciFinder (R)]

Official source

https://infoscience.epfl.ch/entities/publication/51b0ce2c-4fe0-4149-a5dc-86c04de63298

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Manfred Schlosser, Frédéric Leroux
2006
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/51b0ce2c-4fe0-4149-a5dc-86c04de63298

About this result

Related concepts (3)

Peptide synthesis

In organic chemistry, peptide synthesis is the production of peptides, compounds where multiple amino acids are linked via amide bonds, also known as peptide bonds. Peptides are chemically synthesized by the condensation reaction of the carboxyl group of one amino acid to the amino group of another. Protecting group strategies are usually necessary to prevent undesirable side reactions with the various amino acid side chains. Chemical peptide synthesis most commonly starts at the carboxyl end of the peptide (C-terminus), and proceeds toward the amino-terminus (N-terminus).

Solid-phase synthesis

In chemistry, solid-phase synthesis is a method in which molecules are covalently bound on a solid support material and synthesised step-by-step in a single reaction vessel utilising selective protecting group chemistry. Benefits compared with normal synthesis in a liquid state include: High efficiency and throughput Increased simplicity and speed The reaction can be driven to completion and high yields through the use of excess reagent. In this method, building blocks are protected at all reactive functional groups.

Carboxylic acid

In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an R-group. The general formula of a carboxylic acid is or , with R referring to the alkyl, alkenyl, aryl, or other group. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion. Carboxylic acids are commonly identified by their trivial names. They often have the suffix -ic acid.