ChemInform Abstract: Aryl Radical Cyclizations Involving an Amide Group in the Linking Chain.
Abstract
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ChemInform Abstract
Cyclization of the aryl radicals derived from the N-allyl-N-o- bromophenylacrylamides (I) or (III) proceeds under exclusive attack at the acryloyl double bond to offer a useful method for the synthesis of the N-allyloxindoles (II) or (IV). In contrast, conformational contraints around the aryl C-N bond of the radical derived from (VI) enable a novel radical translocation reaction leading to the formation of the N-phenylpyrrolidinone (VII).