Synthesis of functionalised 4H-quinolizin-4-ones via tandem Horner-Wadsworth-Emmons olefination/cyclisation was written by Muir, Calum W.;Kennedy, Alan R.;Redmond, Joanna M.;Watson, Allan J. B.. And the article was included in Organic & Biomolecular Chemistry in 2013.Application In Synthesis of 4-Bromo-N-methoxy-N-methylbenzamide This article mentions the following:
4H-Quinolizin-4-ones are a unique class of heterocycle with valuable physicochem. properties and which are emerging as key pharmacophores for a range of biol. targets. A tandem Horner-Wadsworth-Emmons olefination/cyclization method has been developed to allow facile access to substituted 4H-quinolizin-4-ones encoded with a range of functional groups. E.g., tandem Horner-Wadsworth-Emmons olefination/cyclization of 1-phenyl-2-(pyridin-2-yl)ethanone (I) with tri-Et phosphonoacetate gave 92% 4H-quinolizin-4-one derivative (II). I was prepared as 3:1 keto:enol and approx. 3.8:1 enol olefin stereoisomers. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2Application In Synthesis 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. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Application In Synthesis of 4-Bromo-N-methoxy-N-methylbenzamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics