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Cp*Rh(<scp>iii</scp>)-catalyzed and solvent-controlled tunable [4 + 1]/[4 + 3] annulation for the divergent assembly of dihydrobenzo[<i>cd</i>]indoles and dihydronaphtho[1,8-<i>bc</i>]azepines

Zhuo‐Zhuo Zhang, Ya Li, Bing‐Feng Shi

2022Organic Chemistry Frontiers11 citationsDOI

Abstract

A Cp*Rh-catalyzed solvent-switched tunable [4 + 1]/[4 + 3] cyclization of free 1-naphthylamines with propargyl carbonates is developed, providing dihydrobenzo[ cd ]indoles and dihydronaphtho[1,8- bc ]azepines in moderate to good yields and broad range of functional groups.

Topics & Concepts

ChemistryAnnulationPropargylCatalysisSolventMedicinal chemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCyclopropane Reaction Mechanisms
Cp*Rh(<scp>iii</scp>)-catalyzed and solvent-controlled tunable [4 + 1]/[4 + 3] annulation for the divergent assembly of dihydrobenzo[<i>cd</i>]indoles and dihydronaphtho[1,8-<i>bc</i>]azepines | Litcius