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Formal (4+2) cycloaddition of azoalkenes with trifluoromethylimidoyl sulfoxonium ylides: synthesis of trifluoromethyl pyridazine derivatives

Jie Wang, Shan-Shan Wang, Jun Xiao, Yujie He, Xin‐Yan Wu, Xingguang Li, Pei Nian Liu

2023Chemical Communications15 citationsDOI

Abstract

-substituted N-heterocycles. We first reacted TFISYs as a two-atom synthon with readily available azoalkenes and then subjected the products to metal-free formal (4+2) cycloaddition chemistry. This protocol features mild conditions and broad substrate scope, is simple to operate, and provides highly functionalized trifluoromethylpyridazines that are widely found in bioactive molecules.

Topics & Concepts

SynthonCycloadditionPyridazineChemistryTrifluoromethylCombinatorial chemistryMaterial chemistryMoleculeFormal synthesisOrganic chemistryGreen chemistrySupramolecular chemistryCatalysisAlkylFluorine in Organic ChemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods
Formal (4+2) cycloaddition of azoalkenes with trifluoromethylimidoyl sulfoxonium ylides: synthesis of trifluoromethyl pyridazine derivatives | Litcius