{"title":"Novel Straightforward One-Pot Synthesis and Characterization of 1-(2-Aminophenyl)-2,2,2-trifluoroethan-1-one Analogues","authors":"D. Kantheti, P. Kaur, J. V. Shanmukha Kumar","doi":"10.1134/S1070428024120145","DOIUrl":null,"url":null,"abstract":"<p>An easy one-pot synthesis of 1-(2-aminophenyl)-2,2,2-trifluoroethan-1-one derivatives in an Inconel autoclave with 52–91% yields is reported. This protocol provides a very straightforward, quick, easy-to-work-up, and economical approach. <sup>1</sup>H, <sup>13</sup>C, <sup>19</sup>F NMR, 2D NMR, and LCMS were used to confirm the structure of the synthesized compounds. The compound C<sub>8</sub>H<sub>5</sub>ClF<sub>3</sub>NO (<b>3b</b>) exhibits a <i>syn</i> conformation for the F–C–C=O fragment with a torsion angle of 1.1(3)°. Additionally, there is an intramolecular N–H···O hydrogen bond that closes a six-membered ring. The molecules in crystal are connected into chains in the [010] direction by hydrogen bonds involving N–H···F and N–H···O interactions.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 12","pages":"2411 - 2416"},"PeriodicalIF":0.8000,"publicationDate":"2025-02-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070428024120145","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
An easy one-pot synthesis of 1-(2-aminophenyl)-2,2,2-trifluoroethan-1-one derivatives in an Inconel autoclave with 52–91% yields is reported. This protocol provides a very straightforward, quick, easy-to-work-up, and economical approach. 1H, 13C, 19F NMR, 2D NMR, and LCMS were used to confirm the structure of the synthesized compounds. The compound C8H5ClF3NO (3b) exhibits a syn conformation for the F–C–C=O fragment with a torsion angle of 1.1(3)°. Additionally, there is an intramolecular N–H···O hydrogen bond that closes a six-membered ring. The molecules in crystal are connected into chains in the [010] direction by hydrogen bonds involving N–H···F and N–H···O interactions.
期刊介绍:
Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.