Iridium-catalyzed tandem olefination/aza-Michael reaction: rapid access to N–N functionalized hydrazides

An Ir-catalyzed tandem olefination/aza-Michael reaction of protected benzoylhydrazine derivatives with olefins under mild conditions has been developed. This method can be successfully applied to the construction of various structurally N-N-functionalized hydrazide derivatives bearing the α,β-unsaturated side chain in good to excellent yields. In particular, the deaminoprotected products can be used as potential precursors for the construction of N-N axially chiral compounds.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2024-11-04
DOI
https://doi.org/10.1039/d4ob01631a
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
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article

Iridium-catalyzed tandem olefination/aza-Michael reaction: rapid access to N–N functionalized hydrazides

Lin Dong, Chao Zhang
Organic & Biomolecular Chemistry
Asymmetric Hydrogenation and Catalysis
article

Iridium-catalyzed tandem olefination/aza-Michael reaction: rapid access to N–N functionalized hydrazides

Lin Dong, Chao Zhang
article en

Abstract

An Ir-catalyzed tandem olefination/aza-Michael reaction of protected benzoylhydrazine derivatives with olefins under mild conditions has been developed. This method can be successfully applied to the construction of various structurally N-N-functionalized hydrazide derivatives bearing the α,β-unsaturated side chain in good to excellent yields. In particular, the deaminoprotected products can be used as potential precursors for the construction of N-N axially chiral compounds.

Organic & Biomolecular ChemistryVol. 23(3)
Sichuan University (CN)
Openalex Percentile: Top 85%
Asymmetric Hydrogenation and Catalysis
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