63359-20-6Relevant articles and documents
Pd/C-catalyzed one-pot Suzuki-Miyaura cross-coupling/hydrogenation of pyridine derivatives
Pitna, Dinda B.,Tanaka, Nao,Usuki, Toyonobu
, (2021/07/31)
Using bromopyridines and methoxyphenyl boronic acid as starting materials, consecutive Suzuki-Miyaura cross-coupling and hydrogenation reactions were undertaken using a heterogeneous Pd/C catalyst in one-pot manner under mild conditions (balloon-pressure at room temperature for hydrogenation) with excellent yield. To counter Pd leaching as well as catalyst poisoning, addition of an appropriate amount of H2O was crucial to achieving successful AcOH-promoted hydrogenation, which ensured a selective reduction of the pyridine rings to the corresponding piperidines.
A General Catalyst Based on Cobalt Core–Shell Nanoparticles for the Hydrogenation of N-Heteroarenes Including Pyridines
Beller, Matthias,Chandrashekhar, Vishwas G.,Jagadeesh, Rajenahally V.,Kreyenschulte, Carsten,Murugesan, Kathiravan
supporting information, p. 17408 - 17412 (2020/08/21)
Herein, we report the synthesis of specific silica-supported Co/Co3O4 core–shell based nanoparticles prepared by template synthesis of cobalt-pyromellitic acid on silica and subsequent pyrolysis. The optimal catalyst material allows for general and selective hydrogenation of pyridines, quinolines, and other heteroarenes including acridine, phenanthroline, naphthyridine, quinoxaline, imidazo[1,2-a]pyridine, and indole under comparably mild reaction conditions. In addition, recycling of these Co nanoparticles and their ability for dehydrogenation catalysis are showcased.
Synthesis and kinetic resolution of N-Boc-2-arylpiperidines
Cochrane, Edward J.,Leonori, Daniele,Hassall, Lorraine A.,Coldham, Iain
, p. 9910 - 9913 (2014/08/18)
The chiral base n-BuLi/(-)-sparteine or n-BuLi/(+)-sparteine surrogate promotes kinetic resolution of N-Boc-2-arylpiperidines by asymmetric deprotonation. The enantioenriched starting material was recovered with yields 39-48% and ers up to 97:3. On lithiation then electrophilic quench, 2,2-disubstituted piperidines were obtained with excellent yields and enantioselectivities.