1. Rap‐Stoermer Reaction: TEA Catalyzed One‐Pot Efficient Synthesis of Benzofurans and Optimization of Different Reaction Conditions.
- Author
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Koca, Murat, Ertürk, Ali S., and Bozca, Osman
- Subjects
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ALDOL condensation , *BASE catalysts , *CHEMICAL synthesis , *TEA , *BENZOFURAN synthesis , *SCHIFF bases , *KETONES - Abstract
The reaction of substituted salicylaldehydes with α‐haloketones to obtain benzofuran‐2‐yl (Alkyl/aryl) ketones, which is a Dickman type aldol condensation product in base, solvent, and temperature environment, is called as Rap‐Stoermer reaction. In this study, a series of Benzofuran‐2‐yl (Alkyl/ aryl) ketones was synthesized by heating substituted salicylaldehydes and α‐haloketones under solvent‐free sealed (closed vessel) conditions by using triethyleamine (TEA) as a novel base catalyst in good to excellent yields (81–97 %) at 130 °C and the obtained results compared with the existing literature. The reaction conditions were optimized in terms of yield, time, base, solvent temperature, stoichiometric ratios, and synthesis environments (open or closed vessels). The optimized protocol offers promising advantages such as solvent‐free and clean reaction media, short reaction time, no byproducts, and appreciable high yields for the prospective studies. Characterization of the synthesized compounds was performed by using spectroscopic methods such as ATR‐FTIR, 1H‐NMR, 13C‐NMR and LC‐MS. [ABSTRACT FROM AUTHOR]
- Published
- 2022
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