Chemoselective preparation of 1,2,3-triazole-isoxazole bisfunctional derivatives and their application in peptidomimetic synthesist

摘要

A novel kind of bisfunctional nitrogen heterocycle containing both 1,2,3-triazole and isoxazole scaffolds has been prepared.The protocol utilized alkynyl substituted amines as the bifunctional linkers to combine a copper-free triazole synthesis with a hypervalent iodine-mediated isoxazole cycloaddition through a chemoselective process.This method has also been exemplified in the construction of bis-functional-modified peptidomimetics by combining three reactions in a sequential procedure.This straightforward metal free process may find biological applications.In addition,all of the compounds were analysed by Lapinski's rule-of-five which is expected to help drug discovery.