Organocatalytic One-Pot Synthesis of Highly Substituted Pyridazines from Morita-Baylis-Hillman Carbonates and Diazo Compounds

A biologically inspired organocatalytic one‐pot synthesis of highly functionalized pyridazines, which are ubiquitous structural units in a number of biologically active compounds, has been developed by starting from readily available diazo compounds and Morita–Baylis–Hillman (MBH) carbonates. Under mild reaction conditions, this synthetic route tolerated significant substrate variation to deliver a broad range of substituted products, including CF3‐substituted pyridazines derivatives. Moreover, the introduction of trifluoromethyl groups into the ring of pyridazine could be completed conveniently from 2,2,2‐trifluorodiazoethane. Go bio! A biologically inspired organocatalytic one‐pot synthesis of highly functionalized pyridazines has been developed by starting from readily available diazo compounds and Morita–Baylis–Hillman (MBH) carbonates (see scheme; DABCO=1,4‐diazobicyclo[2.2.2]octane, Boc=tert‐butoxycarbonyl). Under mild reaction conditions, this synthetic route tolerated significant substrate variation to deliver a broad range of substituted products, including CF3‐substituted pyridazines derivatives.