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

Haibin Mao, Aijun Lin, Zhongkai Tang, Hongwen Hu, Chengjian Zhu, Yixiang Cheng

Chemistry - A European Journal · 2014 · 34 citations · 56 references

Concepts

Abstract

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.

References

56