15851-90-8Relevant articles and documents
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.
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.
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.
