14714-06-8Relevant academic research and scientific papers
Exploiting Synergistic Catalysis for an Ambient Temperature Photocycloaddition to Pyrazoles
Lakeland, Christopher P.,Watson, David W.,Harrity, Joseph P. A.
supporting information, p. 155 - 159 (2019/12/11)
Sydnone-based cycloaddition reactions are a versatile platform for pyrazole synthesis, however they operate under harsh conditions (high temperature and long reaction times). Herein we report a strategy that addresses this limitation utilizing the synergistic combination of organocatalysis and visible-light photocatalysis. This new approach proceeds under ambient conditions and with excellent levels of regiocontrol. Mechanistic studies suggest that photoactivation of sydnones, rather than enamines, is key to the successful implementation of this process.
Copper powder-catalyzed C-N bond formation of arylhydrazones of 2-bromobenzaldehydes leading to 1-aryl-1 H-indazoles
Lee, Hye Kyung,Cho, Chan Sik
, p. 915 - 921 (2013/02/25)
Arylhydrazones of 2-bromobenzaldehydes and its analogs are cyclized in PEG-400 at 110C in the presence of a catalytic amount of copper powder along with NaOtBu to give 1-aryl-1H-indazole derivatives in good yields.
Palladium-catalyzed C-N bond formation: synthesis of 1-aryl-1H-pyrazoles from β-bromovinyl aldehydes and arylhydrazines
Cho, Chan Sik,Patel, Daksha B.
, p. 6388 - 6391 (2007/10/03)
Cyclic and acyclic β-bromovinyl aldehydes are cyclized with an array of arylhydrazines in toluene at 125 °C in the presence of a palladium catalyst and a phosphorus chelating ligand together with NaOtBu to give 1-aryl-1H-pyrazoles in moderate t
