CH heteroarylation of aromatics catalyst free S2 coupling cycloaromatization

The construction of a carboncarbon bond is the most fundamental aspect of synthetic chemistry. In this study, we developed a catalyst-free S N 2 reaction of -OTf-substituted enamides with aromatics to obtain aryl-substituted aza-1,4-dicarbonyl compounds that can be in situ transformed into aryl-imidazole, aryl-thiazole, and aryl-oxazole in one-pot operation, thus achieving CH heteroarylation of aromatics. This simple, efficient, clean and scalable strategy, which provides difficult-to-realize biaryl products, is compatible with various aromatics having varying complexities. This method can be used for the late-stage modification of various commercial pharmaceuticals or functional materials and offers an orthogonal approach for constructing biaryl compounds. We have developed C-H heteroarylation of aromatics via a catalyst free S N 2 coupling heterocycloaromatization that could realize the late-stage modification of various marketed pharmaceuticals or functional materials.