Polar-Radical Cyclization Cascades with Magnesiated Nitriles.
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DOI: 10.1021/acs.orglett.3c01094
Abstract: Naphthalene converts magnesiated ω-alkenylnitriles into bi- and tricyclic ketones via a polar-radical addition-cyclization cascade. One-electron oxidation of magnesiated nitriles generates nitrile-stabilized radicals that cyclize onto a pendant olefin and then rebound onto the nitrile through… read more here.
Keywords: polar radical; radical cyclization; cyclization; cascades magnesiated ... See more keywords
Oxindole synthesis via polar–radical crossover of ketene-derived amide enolates in a formal [3 + 2] cycloaddition
Sign Up to like & getrecommendations! Published in 2022 at "Chemical Science"
DOI: 10.1039/d1sc07134c
Abstract: Herein we introduce a simple, efficient and transition-metal free method for the preparation of valuable and sterically hindered 3,3-disubstituted oxindoles via polar–radical crossover of ketene derived amide enolates. Various easily accessible N-alkyl and N-arylanilines are… read more here.
Keywords: polar radical; via polar; amide enolates; ketene derived ... See more keywords