Pyruvate Enolate Arylation and Alkylation: OBO Ester Protected Pyruvates as Useful Reagents in Organic Synthesis was written by Alves Esteves, C. Henrique;Hall, Christopher J. J.;Smith, Peter D.;Donohoe, Timothy J.. And the article was included in Organic Letters in 2017.Quality Control of 4-Bromo-N-methoxy-N-methylbenzamide This article mentions the following:
The protected pyruvate equivalent I (R = H) underwent chemoselective monoarylation with aryl bromides and selected aryl chlorides in the presence of Pd(dtbpf)Cl2 {dtbpf = 1,1′-bis[di(tert-butyl)phosphino]ferrocene} using NaOt-Bu as base in THF to yield protected arylpyruvates such as I [R = 4-MeC6H4, 2-MeC6H4, 2,4,6-Me3C6H2, 2-FC6H4, 4-F3CC6H4, 4-ClC6H4, 3-MeOC6H4, 4-TBDMSOC6H4, 4-Me2NC6H4, 2-H2C:CHC6H4, 4-H2C:CHC6H4, 4-MeOMeNCOC6H4, 2-thienyl, 4-(4-morpholinylcarbonyl)C6H4, 5-benzothienyl, 1-Me-5-indolyl, 8-isoquinolinyl, Ph, 9-anthracenyl, 4-MeOC6H4]. Sequential diarylations or one-pot arylation-alkylation sequences were also performed to yield a variety of substituted protected arylpyruvates such as II. Arylpyruvate orthoesters were converted to Et arylpyruvates using p-toluenesulfonic acid and ethanol in 63-91% yields; a protected arylpyruvate orthoester was converted directly to the corresponding arylpyruvic acid. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2Quality Control of 4-Bromo-N-methoxy-N-methylbenzamide).
4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Quality Control of 4-Bromo-N-methoxy-N-methylbenzamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics