Facile Synthesis of Polysubstituted 2-Pyrones via TfOH-Mediated Ring Expansion of 2-Acylcyclopropane-1-carboxylates
Sunewang R. Wang, Jiru Shao, Caiyun An
Abstract
Abstract A facile route to polysubstituted 2-pyrones from readily available 2-acylcyclopropane-1-aryl-1-carboxylates mediated by TfOH is reported. The strongly donating 1-aryl group is important for directing the C–C bond cleavage of the donor-acceptor cyclopropane ring, which then leads to the formation of the 2-pyrone ring through lactonization.
Topics & Concepts
ChemistryCyclopropaneRing (chemistry)ArylCleavage (geology)PyroneBond cleavageStereochemistryMedicinal chemistryCombinatorial chemistryOrganic chemistryCatalysisFracture (geology)EngineeringGeotechnical engineeringAlkylCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsCatalytic C–H Functionalization Methods