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Iron(II)-catalyzed direct C H cyanoalkylation of 2H-indazoles and coumarins via radical C C bond cleavage

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Abstract An iron-catalyzed C-3 cyanoalkylation of 2H-indazole and coumarin derivates with cyclobutanone oxime esters has been accomplished, which proceeds efficiently in a high regioselective manner to construct diverse alkylated 2H-indazole… Click to show full abstract

Abstract An iron-catalyzed C-3 cyanoalkylation of 2H-indazole and coumarin derivates with cyclobutanone oxime esters has been accomplished, which proceeds efficiently in a high regioselective manner to construct diverse alkylated 2H-indazole and coumarin derivates in moderate to good yields. Preliminary mechanistic studies reveal that a distal cyanosubstituted alkyl radicals intermediate would be formed through radical-involved C C bond cleavage of cyclobutanone oximes ester.

Keywords: bond cleavage; iron catalyzed; cyanoalkylation; catalyzed direct

Journal Title: Tetrahedron Letters
Year Published: 2019

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