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Hydrazine Derivatives as C-Centered Radical Precursors for C-C Bond Formation Reactions Review

Journal Molecules
ISSN: 1420-3049
Output data Year: 2026, Volume: 31, Number: 1, Article number : 67, Pages count : DOI: 10.3390/molecules31010067
Authors Lopat’eva Elena R. 1 , Krylov Igor B. 1 , Terent’ev Alexander O. 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, Russia

Abstract: Organic monosubstituted hydrazine derivatives (Ar-NHNH2, RC(O)-NHNH2, Alkyl-NHNH2) are synthetically available, atom-efficient and stable sources of C-centered radicals upon oxidation with extrusion of the energetically favorable N2 molecule. This review summarizes the synthetic application of monosubstituted hydrazine derivatives (arylhydrazines, carbazates, acylhydrazides, hydrazine carboxamides and alkylhydrazines) in free-radical C-C bond-forming reactions. The main application directions in this field are (a) alkene difunctionalization, (b) cascade cyclization initiated by the addition of hydrazine-derived C-centered radicals to acrylamides and isonitriles, and (c) CH-functionalization of (hetero)arenes via C-centered radical addition followed by oxidative dehydrogenation (re-aromatization).
Cite: Lopat’eva E.R. , Krylov I.B. , Terent’ev A.O.
Hydrazine Derivatives as C-Centered Radical Precursors for C-C Bond Formation Reactions
Molecules. 2026. V.31. N1. 67 . DOI: 10.3390/molecules31010067 WOS Scopus OpenAlex
Dates:
Submitted: Nov 26, 2025
Published online: Dec 24, 2025
Identifiers:
≡ Web of science: WOS:001657554800001
≡ Scopus: 2-s2.0-105027151356
≡ OpenAlex: W7117112793
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