Unprecedented access to functionalized pyrrolo[2,1-<i>a</i>]isoquinolines from the domino reaction of isoquinolinium ylides and electrophilic benzannulated heterocycles
Sheba Ann Babu, A. R. Rajalekshmi, P. R. Nitha, Vishnu K. Omanakuttan, P Rahul, Sunil Varughese, Jubi John
Abstract
We have come across an unexpected reaction between electrophilic indoles and isoquinolinium methylides for accessing functionalized pyrrolo[2,1-a]isoquinolines. The reaction was found in general to yield the products in good yields. We also observed the formation of S-S-bridged bis-pyrrolo[2,1-a]isoquinolines from the reaction of 3-nitro benzothiophene and isoquinolinium methylides.
Topics & Concepts
DominoElectrophileCycloadditionRing (chemistry)ChemistryCascade reactionCombinatorial chemistryIsoquinolineMedicinal chemistryStereochemistryOrganic chemistryCatalysisSynthesis and Reactivity of HeterocyclesSynthesis and Characterization of PyrrolesCyclopropane Reaction Mechanisms