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Gold(I)‐Catalyzed Tandem Oxidative Ring‐Opening/CC Bond Cleavage Reactions of Vinylidenecyclopropanes with Secondary Amines Under an Oxygen Atmosphere
Author(s) -
Lu BeiLi,
Shi Min
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201100862
Subject(s) - tandem , chemistry , catalysis , toluene , bond cleavage , cleavage (geology) , oxygen , ring (chemistry) , atmosphere (unit) , oxidative phosphorylation , combinatorial chemistry , photochemistry , medicinal chemistry , organic chemistry , materials science , composite material , biochemistry , physics , fracture (geology) , thermodynamics
A Midas touch! Gold(I)‐catalyzed tandem oxidative ring‐opening/CC bond cleavage reactions of vinylidenecyclopropanes with a variety of secondary amines proceeded smoothly in toluene or 1,1,2,2‐tetrachloroethane (TCE) to give the corresponding amides in moderate to good yields under oxygen atmosphere (see scheme; DCE=1,2‐dichloroethane). The scope and limitations as well as the plausible mechanisms have been discussed.