Straightforward synthesis of N-arylindoles via one-pot Fischer indolisation–indole N-arylation† † Electronic supplementary information (ESI) available. See DOI: https://doi.org/10.1039/d3ra02658b

ABSTRACT: A microwave-promoted, one-pot, three-component synthesis of N-arylindoles has been developed, utilising sequential Fischer indolisation then copper(i)-catalysed indole N-arylation. Novel arylation conditions were identified that use a simple and cheap catalyst/base system (Cu2O/K3PO4) in an environmentally benign solvent (ethanol), with no requirement for ligands, additives or exclusion of air or water, and microwave irradiation enabled significant acceleration of this commonly sluggish process. These conditions were designed to dovetail with Fischer indolisation, and the resulting one-pot, two-step sequence is rapid (total reaction time = 40 minutes), operationally straightforward, generally high yielding and it draws upon readily available hydrazine, ketone/aldehyde and aryl iodide build

SUBMITTER: Lintott M 

PROVIDER: S-EPMC10214496 | biostudies-literature | 2023 May

REPOSITORIES: biostudies-literature