129397-34-8Relevant articles and documents
Half-Sandwich Ruthenium Complexes Bearing Hemilabile κ2-(C,S)?Thioether-Functionalized NHC Ligands: Application to Amide Synthesis from Alcohol and Amine
Achard, Thierry,Bellemin-Laponnaz, Stéphane,Chen, Weighang,Egly, Julien,Maisse-Fran?ois, Aline
supporting information, (2022/01/20)
Amide synthesis is one of the most crucial transformations in chemistry and biology. Among various catalytic systems, N-heterocyclic carbene (NHC)-based ruthenium (Ru) catalyst systems have been proven to be active for direct synthesis of amides by sustainable acceptorless dehydrogenative Coupling of primary alcohols with amines. Most often, these catalytic systems usually use monodentate NHC and thus require an additional ligand to obtain high reactivity and selectivity. In this work, a series of cationic Ru(II)(η6-p-cymene) complexes with thioether-functionalized N-heterocyclic carbene ligands (imidazole and benzimidazole-based) have been prepared and fully characterized. These complexes have then been used in the amidation reaction and the most promising one (i. e. 3 c) has been applied on a large range of substrates. High conversions albeit with moderate yields have generally been obtained.
Anti-Markovnikov addition of both primary and secondary amines to terminal alkynes catalyzed by the TpRh(C2H4)2/PPH 3 system
Fukumoto, Yoshiya,Asai, Harumi,Shimizu, Masaki,Chatani, Naoto
, p. 13792 - 13793 (2008/04/04)
Terminal alkynes react with secondary amines in the presence of TpRh(C2H4)2/PPh3 (Tp = trispyrazolylborate) to give anti-Markovnikov E-enamines. Both Tp and PPh3 ligands are essential for the reaction. The reaction tolerates functional groups, such as ester, nitrile, and siloxy groups, on the terminal alkynes. Primary amines also add to terminal alkynes in anti-Markovnikov fashion, yielding the corresponding imines. The formation of a vinylidene-rhodium complex followed by the intermolecular nucleophilic attack by an amine nitrogen at the α-carbon atom of the vinylidene-metal intermediate may be involved in a key step in the catalytic reaction. Copyright
A Stereoselective Synthesis of the (2R,3S)- and (2S,3R)-3-Amino-2-hydroxybutyric Acid Derivatives, the Key Components of a Renin Inhibitor and Bestatin
Kobayashi, Yuko,Takemoto, Yoshiji,Kamijo, Tetsuhide,Harada, Hiromu,Ito, Yoshio,Terashima, Shiro
, p. 1853 - 1868 (2007/10/02)
The title synthesis was achieved by featuring the -cycloaddition reaction of benzyloxyketene with a chiral imine derived from methyl (R)- or (S)-mandelate, alcoholysis of the formed 3,4-cis disubstituted β-lactam under acidic conditions, and reductiv
