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Photocatalyzed alkylative cyclization of 2-isocyanobiphenyls with unactivated alkyl iodides

Alisha Rani Tripathy, Rizwana Rahmathulla A, Amit Kumar, Veera Reddy Yatham

2022Organic & Biomolecular Chemistry16 citationsDOI

Abstract

We herein report the first photocatalyzed radical cascade cyclization of 2-isocyanobiaryls with unactivated alkyl iodides. This simple protocol operates under mild reaction conditions and affords 6-alkyl phenanthridines in good yields. To elucidate the reaction mechanism, Stern-Volmer quenching studies were carried out and these studies revealed that the photocatalyst is not directly involved in a single electron transfer process with the alkyl iodide.

Topics & Concepts

ChemistryAlkylIodideQuenching (fluorescence)PhotochemistryCascadeElectron transferCombinatorial chemistryOrganic chemistryFluorescencePhysicsQuantum mechanicsChromatographyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Photocatalyzed alkylative cyclization of 2-isocyanobiphenyls with unactivated alkyl iodides | Litcius