One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles
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An efficient one-pot, two step method for fusing two biologically active motifs, CF3-substituted pyrazoles and isochromenes, was developed. Selective O-benzylation of CF3-substituted pyrazolones and subsequent Pd-catalyzed direct C–H arylation generate a fused tricycle. For the synthesized compounds through-space 13C–19F spin–spin coupling was revealed. In addition, the synthesis of three thioisochromene analogues, and one isocoumarin derivative, was accomplished.
Keywords:C–F correlation / Heterocycles / Isochromenes / Palladium / Pyrazoles
Source:European Journal of Organic Chemistry, 2020, 2020, 34, 5616-5619
- Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry) (RS-200168)
- SerbianAcademy of Sciences and Arts under strategic projects pro-gramme - grant agreement No. 01-2019-F65.
- Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research (EU-256716)