15851-90-8Relevant academic research and scientific papers
Palladium-Catalyzed Regioselective Hydroaminocarbonylation of Alkynes to α,β-Unsaturated Primary Amides with Ammonium Chloride
Ji, Xiaolei,Gao, Bao,Zhou, Xibing,Liu, Zongjian,Huang, Hanmin
, p. 10134 - 10141 (2018/07/09)
α,β-Unsaturated primary amides have found numerous applications in drug development, organic materials, and polymer sciences. However, the catalytic synthesis of α,β-unsaturated primary amides via carbonylation of alkynes has long been an elusive endeavor. Here, we report a novel palladium-catalyzed hydroaminocarbonylation of alkynes with NH4Cl as the amine source, enabling the highly chemo- and regioselective synthesis of α,β-unsaturated primary amides. A variety of alkynes, including aromatic alkynes, aliphatic alkynes, terminal alkynes, internal alkynes, as well as diynes with various functional groups, react well. The method turns the parasitic noncoordination ability of ammonium salts into a strategic advantage, enabling the gram-scale reaction to be performed in the presence of 0.05 mol % of catalyst with excellent selectivity.
Sequential rhodium/palladium catalysis: Enantioselective formation of dihydroquinolinones in the presence of achiral and chiral ligands
Zhang, Lei,Qureshi, Zafar,Sonaglia, Lorenzo,Lautens, Mark
supporting information, p. 13850 - 13853 (2015/01/16)
Compatible combinations of achiral and chiral ligands can be used in rhodium/palladium catalysis to achieve highly enantioselective domino reactions. The difference in rates of catalysis and minimal effects of ligand interference confer control in the dom
A facile approach to arylacetaldehydes via polymeric palladium catalyst
Zhuangyu,Yi,Honwen,Tsi-yu
, p. 539 - 542 (2007/10/02)
Several arylacetaldehydes 5 were synthesized in moderate yields via Heck reaction of acrylamide (1) with substituted iodobenzenes 2 in the presence of the polymeric catalyst (P)-phenyl-(1,10-phenanthroline)-palladium(0) [(P)-ph-phen·Pd(0)] followed by Hofmann reaction and subsequent hydrolysis.
A Facile Approach to 2-Arylethylamines via Polymeric Palladium Catalyst
Zhuangyu, Zhang,Yi, Pan,Hongwen, Hu,Tsi-yu, Kao
, p. 3563 - 3574 (2007/10/02)
2-Arylethylamines were synthesized in moderate yields via Heck reaction of acrylamide with iodobenzenes in the presence of polymeric catalyst P-ph-phen.Pd(0) followed by hydrogenation and subsequent Hofmann reaction.
An interesting chloride ion effect in the Heck reaction
Merlic, Craig A.,Semmelhack, M.F.
, p. C23 - C27 (2007/10/02)
Addition of chloride ion is found to enhance the yields of cross-couplings between aryl iodides and selected olefin acceptors.
