17738-11-3Relevant academic research and scientific papers
Exploring the reactivity of halogen-free aminopyridines in one-pot palladium-catalyzed C–N cross-coupling/C–H functionalization
Santos, A. Sofia,Martins, M. Margarida,Mortinho, Ana C.,Silva, Artur M.S.,Marques, M. Manuel B.
, (2020)
Aminopyridines are key building blocks for the synthesis of bioactive N-heterocyclic compounds such as azaindoles and imidazopyridines. However, the functionalization of aminopyridines is challenging, due to their electronic properties and coordination with metals. Herein we describe a reactivity study of aminopyridines under palladium-catalyzed reaction conditions. Several aminopyridines underwent a one-pot Pd-catalyzed C–N cross coupling reaction/C–H functionalization sequence affording azaindoles. The role of additives, ligands, and bases was investigated. This work consists of a platform for future studies on aminopyridines involving metal-catalyzed reactions and represents the first report on the direct conversion of non-halogenated aminopyridines into azaindoles via Pd-catalyzed C–H functionalization reactions.
Transition-Metal-Free Addition of Acetylenes to Ketimines: the First Base-Catalyzed Ethynylation of the C=N Bond
Bidusenko, Ivan A.,Schmidt, Elena Yu.,Ushakov, Igor A.,Trofimov, Boris A.
supporting information, p. 4845 - 4849 (2018/09/14)
A one-pot transition metal-free synthesis of propargylamines in good to excellent yield from ketone-derived imines and aryl- and hetarylacetylenes in the presence of KOBut/DMSO superbase system (40 °C, 10 min) has been developed. The reaction i
Thiolate-Protected Au 25 (SC 2 H 4 Ph) 18 Nanoclusters as a Catalyst for Intermolecular Hydroamination of Terminal Alkynes
Nagata, Tatsuki,Adachi, Yurina,Obora, Yasushi
, p. 2655 - 2659 (2018/12/14)
Au 25 (SC 2 H 4 Ph) 18 nanoclusters have high catalytic activity for hydroamination of terminal alkynes. This reaction proceeds under O 2 or air. The presence of molecular oxygen has a profound effect
Catalytic dehydrocyclization of azomethines. Synthesis of substituted indoles and 4(5)-azaindoles
Zvolinskii,Pleshakov,Prostakov
, p. 202 - 205 (2007/10/03)
Catalytic dehydrocydization of azomethines obtained by condensation of p-toluidine and also 3(4)-aminopyridines with methyl aryl ketones leads to substituted indoles and pyrrolopyridine isomers with the nitrogen atom at different positions in the six-memb
