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Synthesis of novel 2-(2,2,2-trifluoro-1-aryl-ethylidene)cyclohexane-1,3-dione: Scaffolds for reagent-based diversity-oriented synthesis

Abstract Herein, we report the first synthesis and characterization of 2-(2,2,2-trifluoro-1-aryl-ethylidene)cyclohexane-1,3-dione (4a–4t, upto 80%) via a two-step procedure starting from 1,3-cyclohexanedione (2a–2e) and trifluoroacetophenones (1a–1d). The product formation was found… Click to show full abstract

Abstract Herein, we report the first synthesis and characterization of 2-(2,2,2-trifluoro-1-aryl-ethylidene)cyclohexane-1,3-dione (4a–4t, upto 80%) via a two-step procedure starting from 1,3-cyclohexanedione (2a–2e) and trifluoroacetophenones (1a–1d). The product formation was found to be dependent on various factors including pK a of the 1,3-cyclohexanediones and gas-phase basicity of trifluoroacetophenones. Graphical Abstract

Keywords: aryl ethylidene; trifluoro aryl; ethylidene cyclohexane; cyclohexane dione; synthesis

Journal Title: Synthetic Communications
Year Published: 2020

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