Electrooxidative N–N Cross Coupling: A Way to New Azopyrazoles

Electrooxidative N–N Cross Coupling: A Way to New Azopyrazoles Full article

Journal

Chemistry of Heterocyclic Compounds
ISSN: 1573-8353 , E-ISSN: 0009-3122

Output data

Year: 2022, Volume: 58, Number: 1, Pages: 1-6 Pages count : 6 DOI: 10.1007/s10593-022-03049-y

Authors

Lyalin Boris V. ¹ , Sigacheva Vera L. ¹ , Kudinova Anastasia S. ¹ , Ugrak Bogdan I. ¹ , Petrosyan Vladimir A. ¹ , Kokorekin Vladimir A. ^2,3,1

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
2	I. M. Sechenov First Moscow State Medical University (Sechenov University), 8 Build. 2 Trubetskaya St., Moscow 119991, Russia
3	All-Russian Research Institute of Phytopathology, 5 Institute St., Bol'shiye Vyazemy, Moscow Region 143050, Russia

n this article, we showed N–N cross coupling of 4-(un)substituted 1-alkyl-3-aminopyrazoles using electrogenerated reagents (NiO(OH), NaOCl, NaOBr, or Br2) for the first time. It was found that the oxidation potentials of the initial azoles reflect their reactivity and are the key factors in the efficiency of the target and side processes. This made it possible to identify suitable combinations of azoles and electrogenerated reagents and to obtain unsymmetrical azo compounds under mild conditions in aqueous media with 48–83% yields.

Lyalin B.V. , Sigacheva V.L. , Kudinova A.S. , Ugrak B.I. , Petrosyan V.A. , Kokorekin V.A.
Electrooxidative N–N Cross Coupling: A Way to New Azopyrazoles
Chemistry of Heterocyclic Compounds. 2022. V.58. N1. P.1-6. DOI: 10.1007/s10593-022-03049-y WOS Scopus OpenAlex

≡ Web of science:	WOS:000750743000002
≡ Scopus:	2-s2.0-85124286380
≡ OpenAlex:	W4210586345