Electrocatalytic Synthesis of Substituted Pyrazoles via Hypervalent Iodine Mediated Intramolecular C−N Coupling

Electrocatalytic Synthesis of Substituted Pyrazoles via Hypervalent Iodine Mediated Intramolecular C−N Coupling Full article

Journal

Advanced Synthesis & Catalysis
ISSN: 1615-4169 , E-ISSN: 1615-4150

Output data

Year: 2022, Volume: 364, Number: 22, Pages: 3910-3916 Pages count : 7 DOI: 10.1002/adsc.202200696

Authors

Paveliev Stanislav A. ¹ , Segida Oleg O. ¹ , Bityukov Oleg V. ¹ , Tang Hai-Tao ² , Pan Ying-ming ² , Nikishin Gennady I. ¹ , Terent'ev Alexander O. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation
2	State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University, 541004 Guilin, People's Republic of China

The electrochemical intramolecular cross-dehydrogenative C(sp2)−H/N−H coupling of α,β-unsaturated hydrazones resulting in substituted pyrazoles has been discovered. The process is catalyzed by hypervalent iodine species generated in situ through anodic oxidation of aryl iodide in fluorinated alcohol media. The formation of hypervalent iodine compound and its key role in the construction of a new C−N bond was confirmed with CV and NMR experiments. A wide range of substituted pyrazoles were obtained in yields ranging from 46% to 88%.

Paveliev S.A. , Segida O.O. , Bityukov O.V. , Tang H-T. , Pan Y-m. , Nikishin G.I. , Terent'ev A.O.
Electrocatalytic Synthesis of Substituted Pyrazoles via Hypervalent Iodine Mediated Intramolecular C−N Coupling
Advanced Synthesis & Catalysis. 2022. V.364. N22. P.3910-3916. DOI: 10.1002/adsc.202200696 WOS Scopus OpenAlex

Web of science:	WOS:000879706300001
Scopus:	2-s2.0-85141521536
OpenAlex:	W4303575271

DB	Citing
OpenAlex	16
Scopus	14
Web of science	14