Amide bond formation with a new fluorous carbodiimide: separation by reverse fluorous solid-phase extraction.
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.
del Pozo
Carlos
C
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.
Keller
Adam I
AI
Nagashima
Tadamichi
T
Curran
Dennis P
DP
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D002234:Carbodiimides / Q000138:chemical synthesis* / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D015394:Molecular Structure; D052616:Solid Phase Extraction / Q000295:instrumentation / Q000379:methods*; D005466:Fluorocarbons
D000577:Amides; D000588:Amines; D002234:Carbodiimides; D006845:Hydrocarbons, Fluorinated; C524148:HFE-7100; D005466:Fluorocarbons