Pd(II)-Catalyzed Oxidative Annulation of Alkenes toward Isoxazoline <i>N</i> -Oxides

A Pd(II)-catalyzed [3 + 2] annulation of alkenyl amides and nitroalkanes is described. The method furnishes intricately functionalized isoxazoline N- oxide products in a single step from simple starting materials, enabling expedient access to this underexplored class of heterocycles. With internal and α-functionalized olefins, the reaction proceeds with high diastereoselectivity, providing controlled entry into isoxazoline N- oxides with multiple stereogenic centers.

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Publication Details

Journal
Organic Letters
Published
2026-06-24
DOI
https://doi.org/10.1021/acs.orglett.6c01696
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Pd(II)-Catalyzed Oxidative Annulation of Alkenes toward Isoxazoline N -Oxides

Davin G. Piercey, Keary M. Engle, Nicholas F. Scherschel, Yilin Cao et al.
Organic Letters
Catalytic C–H Functionalization Methods
article

Pd(II)-Catalyzed Oxidative Annulation of Alkenes toward Isoxazoline N -Oxides

Davin G. Piercey, Keary M. Engle, Nicholas F. Scherschel, Yilin Cao, Hui‐Qi Ni, Shenghua Yang, Yiyao Hu, Lan Zhu
article en

Abstract

A Pd(II)-catalyzed [3 + 2] annulation of alkenyl amides and nitroalkanes is described. The method furnishes intricately functionalized isoxazoline N- oxide products in a single step from simple starting materials, enabling expedient access to this underexplored class of heterocycles. With internal and α-functionalized olefins, the reaction proceeds with high diastereoselectivity, providing controlled entry into isoxazoline N- oxides with multiple stereogenic centers.

Organic Letters
Scripps Research Institute (US), Purdue University West Lafayette (US), Applied Energetics (United States) (US)
National Institute of General Medical Sciences
Clean water and sanitation
Openalex Percentile: Top 13%
Catalytic C–H Functionalization Methods
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