Libraries of C‐5 Substituted Imidazoles and Oxazoles by Sequential Van Leusen (VL)–Suzuki, VL–Heck and VL–Sonogashira in Imidazolium‐ILs with Piperidine‐Appended‐IL as Base

Abstract

Facile access to diverse C5‐substituted imidazoles and oxazoles via sequential Van Leusen–Suzuki, Van Leusen–Heck, and Van Leusen–Sonogashira protocols, employing imidazolium‐ILs as solvents along with piperidine‐appended imidazolium [PAIM][NTf2] as task‐specific basic IL has been demonstrated, in a high‐yielding one‐pot method, starting with readily available aldimines (for imidazole) or aldehydes (for oxazole) and tosylmethylisocyanide (Tos‐MIC), under mild conditions with potential for recycling and reuse of the IL solvent. The scope of the method is supported 49 examples.