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

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

Funding (1)

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).

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

Web of science:	WOS:001657554800001
Scopus:	2-s2.0-105027151356
OpenAlex:	W7117112793

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