Regioselective Cycloaddition of Trifluorodiazoethane with Electron-deficient Allenic Esters and Ketones: Access to CF3-substituted Pyrazolines and Pyrazoles
Overview
Chemistry
Authors
Affiliations
A highly regioselective cycloaddition procedure of electron-deficient allenes with trifluorodiazoethane (CF3CHN2) is described. In absence of bases, the reaction proceeded smoothly to give 5-(trifluoromethyl)pyrazolines, whereas the utility of Et3N led to the formation of 3-(trifluoromethyl)pyrazoles.
Sun J, Sun Y, Gu Y, Lin J, Xiao J JACS Au. 2025; 5(2):1039-1050.
PMID: 40017769 PMC: 11862935. DOI: 10.1021/jacsau.4c01270.
Tandi M, Sharma V, Gopal B, Sundriyal S RSC Adv. 2025; 15(2):1447-1489.
PMID: 39822567 PMC: 11736855. DOI: 10.1039/d4ra06681b.
Diverse Pharmacological Potential of different Substituted Pyrazole Derivatives.
Asif M, Almehmadi M, Alsaiari A, Allahyani M Curr Org Synth. 2023; 21(7):858-888.
PMID: 37861007 DOI: 10.2174/0115701794260444230925095804.
Altarejos J, Merino E, Sucunza D, Vaquero J, Carreras J J Org Chem. 2023; 88(15):11258-11262.
PMID: 37478336 PMC: 10407847. DOI: 10.1021/acs.joc.3c00396.
Li F, Wang L, Li C, Liu N, Dai B ACS Omega. 2019; 2(3):1104-1115.
PMID: 31457493 PMC: 6640928. DOI: 10.1021/acsomega.6b00432.