Radical Cyclizations Of Conjugated Esters And Amides With 3-Oxopropanenitriles Mediated By Manganese(Iii) Acetate
ARKIVOC(2011)
Abstract
Radical cyclizations of conjugated esters and amides with 3-oxopropanenitriles in presence of manganese(III) acetate produced ethyl 4-cyano-2,3-dihydrofuran-3-carboxylates and 4-cyano-2,3-dihydrofuran-3-carboxamides in good yields. The radical cyclizations of conjugated amides gave 2,3-dihydrofurans in better yields than that of conjugated esters. Moreover, the reactions of thienyl substituted amides and esters with 3-oxopropanenitriles afforded 2,3-dihydrofurans more efficiently than phenyl substituted ones.
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Key words
Manganese(III) acetate,oxidative cyclization,radical addition,2,3-dihydrofuran,carboxamide,3-oxopropanenitrile
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