Metal-free reductions of N-heterocycles via Lewis acid catalyzed hydrogenation

N-Heterocycles form weak adducts with B(C6F5)(3) that exist in equilibrium with the corresponding FLP; nonetheless, these heterocycles are reduced in the presence of a catalytic amount of the borane B(C6F5)(3) and H-2.

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 46; no. 27; pp. 4884 - 4886
Main Authors Geier, Stephen J., Chase, Preston A., Stephan, Douglas W.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2010
Subjects
Adducts
Boranes
Catalysis
Catalysts
Chemistry
Chemistry, Multidisciplinary
Hydrogenation
Lewis acid
Physical Sciences
Reduction
Science & Technology
CARBENE
HETEROLYTIC DIHYDROGEN ACTIVATION
MECHANISM
1,2,3,4-TETRAHYDRO DERIVATIVES
PART 5
QUINOLINES
REGIOSELECTIVE REDUCTION
H-2 ACTIVATION
ORGANOCATALYTIC TRANSFER HYDROGENATION
PAIRS
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Summary:N-Heterocycles form weak adducts with B(C6F5)(3) that exist in equilibrium with the corresponding FLP; nonetheless, these heterocycles are reduced in the presence of a catalytic amount of the borane B(C6F5)(3) and H-2.
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ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc00719f