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Copper‐Catalyzed Bis(methoxycarbonyl)carbene Reactions of α , β ‐Unsaturated Carboxamides
Author(s) -
Merey Gökçe,
Anaç Olcay
Publication year - 2011
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201000384
Subject(s) - chemistry , carbene , catalysis , medicinal chemistry , copper , carboxamide , stereochemistry , organic chemistry
The [Cu(acac) 2 ]‐catalyzed reactions of α , β ‐unsaturated carboxamides with dimethyl diazomalonate yielded dihydrofuran derivatives by a 1,5‐electrocyclic reaction at C( β ), and butadiene derivatives by carbene addition reaction at C( α ) ( Schemes 4 and 5 ; Table ). Phenyl substituents at the N‐atom of the amides seem to be effective on the reaction pathways ( Table ).