Palladium-Catalyzed Alkylarylation of Acrylamides with Unactivated Alkyl Halides

An efficient palladium-catalyzed alkylarylation of acrylamides with unactivated alkyl halides has been developed. This method is highlighted by its broad substrate scope and excellent functional group tolerance. In addition to alkyl halides, fluoroalkyl halides and benzyl bromides also participated well in this transformation. A detailed mechanistic investigation suggests that a radical pathway is probably involved in the cyclization process

Alkynylation of Tertiary Cycloalkanols via Radical C–C Bond Cleavage: A Route to Distal Alkynylated Ketones

An efficient Na₂S₂O₈-promoted radical coupling of tertiary cycloalkanols with alkynyl hypervalent iodide reagents via C–C bond cleavage was developed. This tandem ring-opening/alkynylation procedure showed some advantages, including mild conditions and wide substrate scope, thus providing a simple synthetic method for β-, γ- and δ-alkynylated ketones

Decarboxylative Alkynylation of α‑Keto Acids and Oxamic Acids in Aqueous Media

A mild K₂S₂O₈ promoted decarboxylative alkynylation of α-keto acids and oxamic acids has been developed. This process features mild reaction conditions, a broad substrate scope, and good functional-group tolerance, therefore providing a new and efficient access to a wide range of ynones and propiolamides. Furthermore, this radical process could also be successfully applied to alkynylation of the C_sp²–H bond in DMF with hypervalent alkynyl iodide reagents