A practically convenient and streamlined protocol for the -diastereoselective introduction of an aryl substituent at position 4 of the 1,4-dihydroisoquinol-3-one (1,4-DHIQ) scaffold is presented. The protocol involves direct Regitz diazo transfer onto readily available 3(2)-isoquinolones followed by TfOH-promoted hydroarylation by an arene molecule. Screening of the novel 1,2,4-trisubstituted 1,4-DHIQs against cancer cell lines confirmed high cytotoxicity of selected analogs, which validates this new chemotype for further investigations as anticancer cytotoxic agents.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9443417 | PMC |
| http://dx.doi.org/10.3762/bjoc.18.109 | DOI Listing |
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