Journal ArticleDOI
Efficient Deoxygenation of Heteroaromatic N-Oxides with Ammonium Formate as a Catalytic Hydrogen Transfer Agent
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Ammonium formate catalytic transfer hydrogenation in the presence of 10 % palladium on carbon has shown utility for mild and excellent deoxygenation of heteroaromatic N-oxides in neutral medium.Abstract:
Ammonium formate catalytic transfer hydrogenation in the presence of 10 % palladium on carbon has shown utility for mild and excellent deoxygenation of heteroaromatic N-oxides in neutral mediumread more
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A solution to the 2-pyridyl organometallic cross-coupling problem: regioselective catalytic direct arylation of pyridine N-oxides.
TL;DR: Direct arylation reactions of pyridine N-oxides occur in excellent yield with complete selectivity for the 2-position with a wide range of aryl bromides, which permits the use of inexpensive, commercially available, and bench-stable pyridines as replacements for problematic 2-metallapyridine in palladium-catalyzed cross-coupling reactions.
Journal ArticleDOI
Palladium-Catalyzed Direct Arylation of Azine and Azole N-Oxides: Reaction Development, Scope and Applications in Synthesis
Louis-Charles Campeau,David R. Stuart,Jean-Philippe Leclerc,Megan Bertrand-Laperle,Elisia Villemure,Ho-Yan Sun,Sandrine Lasserre,Nicolas Guimond,Melanie Lecavallier,Keith Fagnou +9 more
TL;DR: The potential utility of the Palladium-catalyzed direct arylation reactions is illustrated by its use in the synthesis of a potent sodium channel inhibitor 1 and a Tie2 Tyrosine Kinase inhibitor 2.
Journal ArticleDOI
Applications of and alternatives to π-electron-deficient azine organometallics in metal catalyzed cross-coupling reactions
TL;DR: This tutorial review is to highlight and discuss the innovations that facilitate the synthesis of azine-containing biaryls with a focus on the pyridine structural motif.
Journal ArticleDOI
Reduction of amine N-oxides by diboron reagents.
TL;DR: The mechanism of the reductive process by (pinB)(2) has been probed by (1)H and (11)B NMR, and a sensitive nucleoside N-oxide has also been reduced efficiently.
Journal ArticleDOI
Highly efficient gold nanoparticle catalyzed deoxygenation of amides, sulfoxides, and pyridine N-oxides.
Yusuke Mikami,Akifumi Noujima,Takato Mitsudome,Tomoo Mizugaki,Koichiro Jitsukawa,Kiyotomi Kaneda +5 more
TL;DR: Advantages of the present catalyst system are excellent activity and selectivity (TON up to 10000), easy handling and the reusability without any loss in efficiency as discussed by the authors, however, it is not suitable for high temperature and high humidity.