A Facile Strategy for the Construction of Cyclic Peptoids under Microwave Irradiation through a Simple Substitution Reaction

We describe a fast and efficient side chain-to-tail cyclization of N-substituted glycine oligomers, peptoids, on a solid support and under microwave irradiation. We demonstrate that cyclic peptoids varied in their ring size and side chains can be synthesized by a bond formation between a chloropropyl group placed anywhere along the sequence and the secondary amine at the N-terminus. This SN2 reaction leads to the formation of a new C-N bond using only one reagent (a base).