Modular Synthesis of Tetrasubstituted Pyrroles through a Four-Component Cyclization Strategy Using Ammonium Salt as the Nitrogen Source
Chunlan Zhou, Haolin Zheng, Ya Chen, Guojiang Mao, Guo‐Jun Deng
Abstract
A four-component synthesis of tetrasubstituted pyrroles was developed under metal-free conditions. The pyrrole ring was formed in one pot through [2 + 1 + 1 + 1] condensation using ammonium salt as the nitrogen source. In this strategy, 1,4-naphthoquinones and maleimides were used as the versatile C2 fragments to provide substituted benzo[ f ]isoindole-4,9-diones and pyrrolo[3,4- c ]pyrrole-1,3-diones, respectively. This work is highlighted by using ammonium salt as the nitrogen source, readily available starting materials and multibond formation (two C–C and two C–N bonds) in a single operation.
Topics & Concepts
Component (thermodynamics)Salt (chemistry)AmmoniumModular designNitrogenChemistryComputer scienceOrganic chemistryProgramming languagePhysicsThermodynamicsSynthesis and Characterization of PyrrolesCatalysis for Biomass ConversionPorphyrin and Phthalocyanine Chemistry