The use of ultrasound irradiation to promote the allylation of aldehydes containing different functionalities with potassium allyltrifluoroborates is described. The method features the use of a minimum amount of acetone as solvent, without any other catalyst or promoter. The products were obtained in high yields, short reaction times, at room temperature and without the need of further purification.
Propargylation of Aldehydes Using Potassium Allenyltrifluoroborate. -A novel protocol for the fast and simple propargylation of aldehydes with potassium allenyltrifluoroborate furnishes products in high yields and purity. The reaction proceeds under mild conditions in a regio-and chemoselective manner. Commercially available Amberlyst 31 sulfonic acid resin is efficiently used as catalyst. -(COUTO, T. R.; FREITAS, J. J. R.; FREITAS, J. C. R.; CAVALCANTI, I. H.; MENEZES, P. H.; OLIVEIRA*, R. A.; Synthesis 47 (2015) 1, 71-78, http://dx.doi.org/10.1055/s-0034-1379163 ; Dep. Quim. Fundam., Univ. Fed. Pernambuco, 50740 Recife, Pernambuco, Brazil; Eng.) -B. Bergmann 23-073
The commercially available resin Amberlyst A-31 was efficiently used to promote the propargylation of aldehydes using potassium allenyltrifluoroborate. The method is simple and fast, and the products were obtained in short reaction times in high yields and purity at room temperature in a regio-and chemoselective manner.
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