Amide Bond Formation with a New
Fluorous Carbodiimide: Separation by
Reverse Fluorous Solid-Phase
Extraction
Carlos del Pozo,Adam I. Keller,Tadamichi Nagashima, and
Dennis P. Curran*
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260,
Fluorous Technologies Incorporated, UPARC, 970 William Pitt Way,
Pittsburgh, Pennsylvania 15238
curran@pitt.edu
Received July 11, 2007
Abstract:
A new fluorous carbodiimide is introduced along with a convenient procedure for amide coupling reactions. Reactions of acids and amines
under standard conditions for carbodiimide couplings, followed by simple reverse fluorous solid-phase extraction (FSPE) over standard silica
gel, provide the target amide products in good yields and purities. The use of HFE-7100 as a fluorous solvent is crucial for the success of the
reverse FSPE.
and
