120350-37-0Relevant articles and documents
CATALYST COMPOUNDS
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Paragraph 0314; 0321, (2015/03/28)
The present invention relates to an iridium-based catalyst compound for hydrogenating reducible moieties, especially imines and iminiums, the catalyst compounds being defined by the formulas: where ring B is either itself polycyclic, or ring B together with R is polycyclic. The catalysts of the invention are particularly effective in reductive amination procedures 10 which involve the in situ generation of the imine or iminium under reductive hydrogenative conditions.
Primary amines by transfer hydrogenative reductive amination of ketones by using cyclometalated IrIII catalysts
Talwar, Dinesh,Salguero, Noemi Poyatos,Robertson, Craig M.,Xiao, Jianliang
supporting information, p. 245 - 252 (2014/01/17)
Cyclometalated iridium complexes are found to be versatile catalysts for the direct reductive amination (DRA) of carbonyls to give primary amines under transfer-hydrogenation conditions with ammonium formate as both the nitrogen and hydrogen source. These complexes are easy to synthesise and their ligands can be easily tuned. The activity and chemoselectivity of the catalyst towards primary amines is excellent, with a substrate to catalyst ratio (S/C) of 1000 being feasible. Both aromatic and aliphatic primary amines were obtained in high yields. Moreover, a first example of homogeneously catalysed transfer-hydrogenative DRA has been realised for β-keto ethers, leading to the corresponding β-amino ethers. In addition, non-natural α-amino acids could also be obtained in excellent yields with this method. Reduce the work! A broad range of ketones have been successfully aminated to afford primary amines under transfer-hydrogenation conditions by using ammonium formate as the amine source and 0.1 mol % of a cyclometalated IrIII catalyst (see scheme). Copyright
CATALYST COMPOUNDS
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Paragraph 00163; 00170, (2013/11/05)
The present invention relates to an iridium-based catalyst compound for hydrogenating reducible moieties, especially imines and iminiums, the catalyst compounds being defined by the formulas: where ring B is either itself polycyclic, or ring B together with R is polycyclic. The catalysts of the invention are particularly effective in reductive amination procedures 10 which involve the in situ generation of the imine or iminium under reductive hydrogenative conditions.
Thiophene Systems. 10. The Synthesis and Chemistry of some Thienopyridinols
Press, Jeffery B.,McNally, James J.
, p. 1571 - 1581 (2007/10/02)
Substituted thieno-, thieno- and thienopyridinols have not been described despite the fact that a few descriptions of the parent ring systems have appeared in the literature.As a part of our ongoing program to investigate the synthesis of thiophene derivatives with potential biological activity, we became interested in the preparation of the various thienopyridinols.Syntheses of the title compounds 2a, 3 and 25 were achieved starting from thiophene-3-acetic acid and 3-acetylthiophene.The two isomeric systems 2a and 3 were reacted with electrophiles to give products substituted at the position α to the hydroxy group on the pyridine ring (the 4- and 6- positions, respectively).Lack of stability of 25 precluded studies on this system.Compound 2a, 3 and 25 reacted with acetic anhydride to give O-acetyl derivatives while reaction of the anion of 2a and 3 with methyl iodide gave mixtures of O- and N-methylation.The N-methylated products are the novel thienopyridones 45 and 47.