823-55-2Relevant articles and documents
NHC-stabilised Rh nanoparticles: Surface study and application in the catalytic hydrogenation of aromatic substrates
Martinez-Espinar, Francisco,Blondeau, Pascal,Nolis, Pau,Chaudret, Bruno,Claver, Carmen,Castillón, Sergio,Godard, Cyril
, p. 113 - 127 (2017/09/08)
New Rh-NPs stabilised by N-Heterocyclic Carbenes (NHC) were synthesized by decomposition of [Rh(η3-C3H5)3] under H2 atmosphere and fully characterized. Surface studies by FT-IR and NMR spectroscopy employing isotopically labelled ligands were also performed. The Rh0.2 NPs are active catalysts in the reduction of various aromatic substrates. In the reduction of phenol, high selectivities to cyclohexanone or cyclohexanol were obtained depending on the reaction conditions. However, this catalytic system exhibited much lower activity in the hydrogenation of substituted phenols. Pyridine was easily hydrogenated under mild conditions and interestingly, the hydrogenation of 4-methyl and 4-trifluoromethylpyridine resulted slower than that of 2-methylpyridine. The hydrogenation of 1-(pyridin-2-yl)propan-2-one provided the β-enaminone 13a in high yield as a consequence of the partial reduction of the pyridine ring followed by isomerization. Quinoline could be either partially hydrogenated to 1,2,3,4-tetrahydroquinoline or fully reduced to decahydroquinoline by adjusting the reaction conditions.
Method for preparing aromatic secondary amino compound
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, (2008/06/13)
Disclosed are (1) a method for preparing an aromatic secondary amino compound which comprises reacting an N-cyclohexylideneamino compound in the presence of a hydrogen moving catalyst and a hydrogen acceptor by the use of a sulfur-free polar solvent and/or a cocatalyst, and (2) a method for preparing an aromatic secondary amino compound which comprises reacting cyclohexanone or a nucleus-substituted cyclohexanone, an amine and a nitro compound corresponding to the amine in a sulfur-free polar solvent in the presence of a hydrogen moving catalyst, a cocatalyst being added or not added. In a further aspect, a method is provided for the preparation of aminodiphenylamine by reacting phenylenediamine and cyclohexanone in the presence of a hydrogen transfer catalyst in a sulfur-free polar solvent while using nitroaniline as a hydrogen acceptor.
Total Synthesis of (+/-)-Pyridoxatin
Snider, Barry B.,Lu, Qing
, p. 8065 - 8070 (2007/10/02)
An efficient two-step route to pyridoxatin analogues 13 and 15 has been developed.Condensation of 4-hydroxypyridone (4) with citronellal (10) affords o-quinone methide intermediate 11, which reacts further to give inverse electron demand Diels-Alder adducts 12 and 16 and ene adduct 14.Oxidation of 12 and 14 with MoO5 by Sammes' procedure completes the synthesis of 13 and 15.Using this approach, the first total synthesis of (+/-)-pyridoxatin (1) has been carried out in seven steps from cis-2,4-dimethylcyclohexanone (21).The key step is the condensation of 4-hydroxypyridone (4) with the allylic silane aldehyde 26 to give 35percent of cyclohexylpyridones 2 and 30.