Litcius/Paper detail

Catalyst-Controlled Chemodivergent Reactivity of Vinyl Cyclopropanes: A Selective Approach toward Indoles and Aniline Derivatives

Santosh Kumar Keshri, Suchithra Madhavan, Manmohan Kapur

2022Organic Letters25 citationsDOI

Abstract

Herein, we disclose a catalyst-controlled chemodivergent approach to access C2-substituted indoles and diverse aniline derivatives with good chemo- and stereoselectivity by employing vinylcyclopropanes (VCPs) as coupling partners via a tandem C-H/C-C activation/annulation strategy. The key feature of this work is the divergent reactivity profile showcased by VCPs, going beyond allylation under a high-valent Rh-/MPAA catalyst system.

Topics & Concepts

AnnulationChemistryAnilineStereoselectivityReactivity (psychology)CatalysisTandemCombinatorial chemistryIndole testOrganic chemistryComposite materialMaterials scienceAlternative medicinePathologyMedicineCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions