Novel Straightforward One-Pot Synthesis and Characterization of 1-(2-Aminophenyl)-2,2,2-trifluoroethan-1-one Analogues

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.

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Publication Details

Journal
Russian Journal of Organic Chemistry
Published
2024-12-01
DOI
https://doi.org/10.1134/s1070428024120145
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Novel Straightforward One-Pot Synthesis and Characterization of 1-(2-Aminophenyl)-2,2,2-trifluoroethan-1-one Analogues

P. Kaur, J. V. Shanmukha Kumar, Durgarao Kantheti
Russian Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Novel Straightforward One-Pot Synthesis and Characterization of 1-(2-Aminophenyl)-2,2,2-trifluoroethan-1-one Analogues

P. Kaur, J. V. Shanmukha Kumar, Durgarao Kantheti
article en

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.

Russian Journal of Organic ChemistryVol. 60(12)
Shri Venkateshwara University (IN), Koneru Lakshmaiah Education Foundation (IN)
Openalex Percentile: Top 80%
Fluorine in Organic Chemistry
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