Time‐Economical Synthesis of Bis‐Spiro Cyclopropanes via Cascade 1,6‐Conjugate Addition/Dearomatization Reaction of <i>para</i>‐Quinone Methides with 3‐Chlorooxindoles
Jing‐Ru Zhang, Hai‐Shan Jin, Jin Sun, Jie Wang, Li‐Ming Zhao
Abstract
A spirocyclopropanation of para ‐quinone methides with 3‐chlorooxindoles that proceeds via cascade 1,6‐conjugate addition/dearomatization reaction has been established, leading to a novel class of bis‐spiro compounds in a concise, rapid, and practical manner. This transformation could be completed in high yields at room temperature within 5 min. The resulting bis‐spiro cyclopropane derivatives are of great interest because of their potential biological activity and further reaction potential.
Topics & Concepts
ChemistryConjugateCyclopropaneCascade reactionCascadeQuinoneCombinatorial chemistryOrganic chemistryStereochemistryRing (chemistry)CatalysisMathematical analysisChromatographyMathematicsSynthesis of Indole DerivativesChemical Synthesis and ReactionsSulfur-Based Synthesis Techniques