PhI(OAc) 2 -mediated aminoacyloxylation of β,γ-unsaturated hydrazones using Togni reagent II as an acyloxyl precursor

A metal-free protocol for the direct construction of C(sp 2 )–N and C–O bonds via a PhI(OAc) 2 -mediated dehydrogenative aminoacyloxylation of β,γ-unsaturated hydrazones with Togni reagent II is reported. Initiated by the carboxyl-containing species generated in situ from Togni reagent II, this meth...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2023-08, Vol.21 (33), p.6757-6761
Main Authors: Jiang, Dong-Fang, Qi, Zhenjie, Li, Dengfeng, Wen, Si-Miaomiao, Liu, Zhao, Hao, Wen-Juan, Jiang, Bo
Format: Article
Language:English
Subjects:
Dehydrogenation
Hydrazones
Reagents
Substrates
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Summary:A metal-free protocol for the direct construction of C(sp 2 )–N and C–O bonds via a PhI(OAc) 2 -mediated dehydrogenative aminoacyloxylation of β,γ-unsaturated hydrazones with Togni reagent II is reported. Initiated by the carboxyl-containing species generated in situ from Togni reagent II, this method offers a new solution for regioselective functionalization at a remote site on β,γ-unsaturated hydrazones, thus providing a straightforward method for the synthesis of acyloxyl-substituted pyridazines. This reaction features a broad substrate scope and mild conditions.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob01125a