Chemistry Letters

Synthesis of α-Arylcarboxylic Acid Amides from Silyl Enol Ether via Migratory Amidation with 2-Azido-1, 3-dimethylimidazolinium Hexafluorophosphate

M Kitamura, K Murakami, Y Shiratake, T Okauchi

Index: Kitamura, Mitsuru; Murakami, Kento; Shiratake, Yuichiro; Okauchi, Tatsuo Chemistry Letters, 2013 , vol. 42, # 7 p. 691 - 693

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Citation Number: 7

Abstract

α-Arylcarboxylic acid amides were synthesized by reacting silyl enol ethers of aryl ketones and 2-azido-1, 3-dimethylimidazolinium hexafluorophosphate (ADMP, 1). Silyl enol ethers react with ADMP 1 to give N-(α-arylacyl) guanidines via the migration of aryl groups in enol ethers. The products were transformed to the corresponding α-aryl acetamides by treating with LiAlH 4.