The trifluoromethyl (CF 3) group is an advantageous structural motif in various biologically active molecules as well as materials, which is depicted by steadily increasing demand from the industries involved in drug discovery, agrochemicals and material development. β-trifluoromethyl α,βunsaturated carbonyl compounds constitute a very efficient building blocks as starting material in the synthesis of fluorinated molecules. Their usage for the synthesis of various heterocycles and organic molecules bearing stereogenic carbon containing CF 3 motif has received significant attention during the recent times. This review provides the existing methods for the synthesis of β-substituted trifluoromethyl-α,β-unsaturated ketones and the efforts made by researchers for the synthetic development through various reactions by employing them as synthetic building blocks for trifluoromethylated organic scaffolds.
Chemodivergent reactions are more advantageous in organic
synthesis
that yield diversely functionalized scaffolds from common starting
materials. Herein, we report an efficient metal-free chemodivergent
protocol for the synthesis of 1-substituted 9H-pyrrolo[1,2-a]indole derivatives in the presence of catalytic amounts
of Lewis acid/Brønsted acid conditions using 3-substituted indoles
and β-trifluoromethyl-α,β-unsaturated ketones. Fine-tuning
of the catalyst and solvent system in the reaction conditions deliver
the trifluoromethyl, trifluoroethylcarboxylate, or carboxylic acid
substituents on the C1-position of 9H-pyrrolo[1,2-a]indole derivatives in situ. It is postulated that the
solvent and LA/BA catalyst interaction was found to be crucial for
the catalytic C–F activation in these transformations.
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