Synthesis of Triazolyl‐Substituted 3‐Aminopiperidines by Huisgen‐1,3‐Dipolar Cycloaddition – New Scaffolds for Combinatorial Chemistry

Orthogonally N-protected (Boc and Cbz) 4-(1,2,3-triazol-4-yl)-substituted 3-aminopiperidines are new scaffolds for combinatorial chemistry. They were prepared from a piperidine building block by a sequence of nucleophilic aziridine ring opening with NaN 3 and subsequent copper-catalyzed Huisgen 1,3-dipolar cycloaddition with ten different alkynes. Constitution and relative configuration of the major as well as minor products were established by single-crystal X-ray structure analysis of bromophenylsulfonyl derivatives.