Chemistry–A European Journal

The Superbase Approach to Flurbiprofen: An Exercise in Optionally Site??Selective Metalation

M Schlosser, H Geneste

Index: Schlosser, Manfred; Geneste, Herve Chemistry - A European Journal, 1998 , vol. 4, # 10 p. 1969 - 1973

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Citation Number: 22

Abstract

Abstract The structure of the antiinflammatory drug flurbiprofen [2-(2-fluoro-4-biphenylyl) propionic acid] presents a simple but challenging target to practice regiocontrolled assembly of molecular subunits through optionally site-controlled metalation. The short and efficacious sequence shown leads to the final product: a four-step, one-pot conversion of 3- fluorotoluene into 2-fluoro-4-methylbiphenyl (79%), consecutive deprotonation and ...