Abstract
An efficient solid-phase synthesis of mono-N-substituted piperazines is presented. The key transformation involves a selective borane amide bond reduction in the presence of a carbamate resin linkage. This synthetic route takes advantage of the large diverse pool of commercially available carboxylic acids, acid chlorides, and sulfonyl chlorides. The solid-phase approach facilitates parallel processing by eliminating the need for column chromatography after each synthetic step. The N-monosubstituted piperazines were shown to react with polymeric activated tetrafluorophenol (TFP) reagents to generate arrays of amides and sulfonamides in good purity for biological testing.
Original language | English |
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Pages (from-to) | 260-266 |
Number of pages | 7 |
Journal | Journal of combinatorial chemistry |
Volume | 5 |
Issue number | 3 |
DOIs | |
State | Published - May 2003 |