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

Abstract

Abstract 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‐catalyzedHuisgen 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.