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Short and Modular Synthesis of Substituted 2-Aminopyrroles

Raquel Diana‐Rivero, Beate Halsvik, Fernando García‐Tellado, David Tejedor

2021Organic Letters18 citationsDOIOpen Access PDF

Abstract

We herein describe a simple and metal-free domino methodology to synthesize 2-aminopyrroles from alkynyl vinyl hydrazides. The domino reaction involves a novel propargylic 3,4-diaza-Cope rearrangement and a tandem isomerization/5-exo-dig N-cyclization reaction. By using this approach, a number of 2-aminopyrroles with diverse substituents have been prepared.

Topics & Concepts

DominoChemistryIsomerizationCascade reactionTandemModular designCombinatorial chemistryDigReaction conditionsOrganic chemistryCatalysisProgramming languageComputer scienceMaterials scienceComputer securityComposite materialSynthesis and Characterization of PyrrolesCyclopropane Reaction MechanismsCatalytic Alkyne Reactions