Synthesis

Synthesis of Aliphatic Hydroxyaryl Ketones or (Hetero) aryl Hydroxyaryl Ketones by Acylation of Organometallic Reagents

AR Katritzky, KNB Le, PP Mohapatra

Index: Katritzky, Alan R.; Le, Khanh N. B.; Mohapatra, Prabhu P. Synthesis, 2007 , # 20 p. 3141 - 3146

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Citation Number: 16

Abstract

Grignard and organolithium reagents were freshly prepared in tetrahydrofuran immediately before use (Figure [2] ). Reaction of 2-(1H-benzotriazol-1-ylcarbonyl)-6-methylphenol (2a, 1 mmol) with freshly prepared 4-tolylmagnesium bromide (3a, 2.2 mmol) at 25 °C for four hours gave the corresponding (2-hydroxy-3-methylphenyl)(4-tolyl)methanone (5aa) in 74% yield (Table [1] ). The 1 H NMR spectra of 5aa showed the disappearance of the benzotriazolyl signals in the aromatic ...