A Regioselective Ruthenium‐Catalyzed Oxidative C–H Alkenylation of 2‐Aryl‐<i>4H</i>‐Benzo[<i>d</i>][<i>1</i>,<i>3</i>] Oxazin‐4‐Ones

ABSTRACT 2‐Aryl‐ 4H ‐benzo[ d ][ 1 , 3 ]oxazin‐ 4 ‐one derivatives can be directly alkenylated with alkyl acrylates using a facile Ru (II)‐catalyzed process; using Cu (OAc) 2 •H 2 O as an oxidizer through formation of a pentagon cyclic complex of imine‐Ru (II) for C–H activation is described. The unique catalytic reaction is well matched with miscellaneous olefins such as vinyl ketones, acrylonitrile, and acrylates. The aryl rings bearing electronically diverse substituents tolerated the reaction conditions to provide ortho‐alkenylation products in high regioselectivities and admissible yields.

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Publication Details

Journal
Applied Organometallic Chemistry
Published
2025-05-02
DOI
https://doi.org/10.1002/aoc.70163
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

A Regioselective Ruthenium‐Catalyzed Oxidative C–H Alkenylation of 2‐Aryl‐4H‐Benzo[d][1,3] Oxazin‐4‐Ones

Sepideh Bahrami Nasab, Seyed Iman Alavioon
Applied Organometallic Chemistry
Catalytic C–H Functionalization Methods
article

A Regioselective Ruthenium‐Catalyzed Oxidative C–H Alkenylation of 2‐Aryl‐4H‐Benzo[d][1,3] Oxazin‐4‐Ones

Sepideh Bahrami Nasab, Seyed Iman Alavioon
article en

Abstract

ABSTRACT 2‐Aryl‐ 4H ‐benzo[ d ][ 1 , 3 ]oxazin‐ 4 ‐one derivatives can be directly alkenylated with alkyl acrylates using a facile Ru (II)‐catalyzed process; using Cu (OAc) 2 •H 2 O as an oxidizer through formation of a pentagon cyclic complex of imine‐Ru (II) for C–H activation is described. The unique catalytic reaction is well matched with miscellaneous olefins such as vinyl ketones, acrylonitrile, and acrylates. The aryl rings bearing electronically diverse substituents tolerated the reaction conditions to provide ortho‐alkenylation products in high regioselectivities and admissible yields.

Applied Organometallic ChemistryVol. 39(6)
University of Tehran (IR), National Nutrition and Food Technology Research Institute (IR), Shahid Beheshti University (IR), Shahid Beheshti University of Medical Sciences (IR)
National Science Foundation, Iran National Science Foundation, University of Tehran, Shahid Beheshti University of Medical Sciences
Openalex Percentile: Top 93%
Catalytic C–H Functionalization Methods
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