Expedient acylations of primary and secondary alkyl cyanides to α-substituted β-ketonitriles

AR Katritzky, AAA Abdel-Fattah…

Index: Katritzky, Alan R.; Abdel-Fattah, Ashraf A. A.; Wang, Mingyi Journal of Organic Chemistry, 2003 , vol. 68, # 12 p. 4932 - 4934

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Citation Number: 54

Abstract

Classical and conventional methods for the syntheses of β-ketonitriles have been well documented. 9 Due to the acidity of protons adjacent to a nitrile group, a simple and direct preparation of β-ketonitriles is the acylation of acetonitriles. Early methods employing this route require harsh reaction conditions, eg, sodium amide in liquid ammonia. 10 Recently the use of LDA or UDP systems (ultrasonic irradiation of a suspension of potassium in toluene) has been ...