79271-24-2Relevant academic research and scientific papers
Synthesis of cinnolines via Rh(III)-catalysed dehydrogenative C-H/N-H functionalization: Aggregation induced emission and cell imaging
Mayakrishnan, Sivakalai,Arun, Yuvaraj,Balachandran, Chandrasekar,Emi, Nobuhiko,Muralidharan, Doraiswamy,Perumal, Paramasivan Thirumalai
, p. 1958 - 1968 (2016)
Rhodium catalysed dehydrogenative C-H/N-H functionalization was developed to construct phthalazino[2,3-a]-/indazolo[1,2-a]cinnolines by reacting N-phenyl phthalazine/indazole with alkynes. The synthesized compounds exhibit prominent fluorescence properties in solid and aggregation states. Their application in cell imaging was investigated using various cancer cell lines.
[3+2]-cycloaddition of in situ generated nitrile imines and acetylene for assembling of 1,3-disubstituted pyrazoles with quantitative deuterium labeling
Voronin, Vladimir V.,Ledovskaya, Maria S.,Gordeev, Evgeniy G.,Rodygin, Konstantin S.,Ananikov, Valentine P.
, p. 3819 - 3828 (2018/04/14)
A novel synthetic methodology for the preparation of 1,3-disubstituted pyrazoles from in situ generated nitrile imines and acetylene is reported. The reactions are performed in a simple two-chamber reactor. One part of the reactor is loaded with hydrazonoyl chloride precursors of active nitrile imine species and a base. The other part is used to generate acetylene from CaC2 and water. Partitioning of the reactants improves the yields of desired pyrazoles up to 99% and simplifies their isolation to a simple procedure of solvent evaporation. The approach requires no complex equipment and utilizes inexpensive, safe, and easy to handle calcium carbide as a starting material. A model deuterium incorporation is carried out according to the developed methodology, producing a series of novel 4,5-dideuteropyrazoles with excellent deuterium enrichment. Theoretical calculations on reaction mechanism and characterization of possible intermediate structures were performed.
An efficient synthesis of 1-arylindazole-3-carboxamides using nitrile imines, isocyanides and 2-hydroxymethylbenzoic acid, followed by a chemoselective Buchwald-Hartwig intramolecular cyclization
Giustiniano,Mercalli,Novellino,Tron
, p. 34913 - 34920 (2016/05/09)
A convergent and efficient two-step synthesis of pharmaceutically relevant 1-arylindazole-3-carboxamides is reported. These molecules have been obtained in good to excellent yields (up to 98%) starting from a strategic reaction between isocyanides, 2-iodo
Copper-catalyzed synthesis of substituted indazoles from 2-chloroarenes at low catalyst-loading
Tanimori, Shinji,Kobayashi, Yasuyuki,Iesaki, Yasukazu,Ozaki, Yuka,Kirihata, Mitsunori
experimental part, p. 1381 - 1387 (2012/04/04)
An efficient and convenient access to 1-substituted indazol-3-ones 2 has been achieved throughout the intramolecular C-N bond formations of 2-chloro-benzoic acid-N′-aryl and alkyl-hydrazides employing 0.5 mol% of cuprous (I) iodide and 20 mol% of l-prolin
