Palladium-catalyzed cascade cyclization/intramolecular redox-relay Heck arylation of alkenols: access to tetrahydro-β-carbolines from 2-(hydroxyalkenynyl)sulfonanilides?
Organic Chemistry Frontiers Pub Date: 2023-05-30 DOI: 10.1039/D3QO00620D
Abstract
A palladium-catalyzed cascade reaction for the synthesis of tetrahydro-β-carbolines and other polycyclic indoles from 2-(hydroxyenyl)sulfonanilides by combining the Pd(II)-catalyzed cyclization of alkynes and intramolecular redox-relay Heck arylation of alkenols is presented. This method enables the construction of two rings and installs a remote carbonyl group in a single operation, offering broad synthetic utility for further elaborations.
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4