NHC/Pd Synergistically Catalyzed Direct Aerobic Oxidative Allylic Esterification of Aldehydes

N-Heterocyclic carbene (NHC)-mediated aerobic oxidation of aldehydes has gained interest in recent years. However, its application in NHC/Pd synergistic catalysis has been unexplored. We have developed a strategy to synthesize allylic esters directly from aldehydes and Morita-Baylis-Hillman (MBH) carbonates using NHC/Pd synergistic (cooperative) catalysis under aerobic conditions. This transformation gives access to the selective formation of multifunctionalized <i>E-</i>alkenes by β-attack on the MBH carbonates. This catalytic system also allows the use of water as a cosolvent and air as the sole green oxidant.

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Publication Details

Journal
Organic Letters
Published
2025-05-22
DOI
https://doi.org/10.1021/acs.orglett.5c01392
Citations
1
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
0.94

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article

NHC/Pd Synergistically Catalyzed Direct Aerobic Oxidative Allylic Esterification of Aldehydes

Chhanda Debnath, Shikha Gandhi
1 citations
Organic Letters
Catalytic Cross-Coupling Reactions
0.94
article

NHC/Pd Synergistically Catalyzed Direct Aerobic Oxidative Allylic Esterification of Aldehydes

Chhanda Debnath, Shikha Gandhi
article en
1 citations

Abstract

N-Heterocyclic carbene (NHC)-mediated aerobic oxidation of aldehydes has gained interest in recent years. However, its application in NHC/Pd synergistic catalysis has been unexplored. We have developed a strategy to synthesize allylic esters directly from aldehydes and Morita-Baylis-Hillman (MBH) carbonates using NHC/Pd synergistic (cooperative) catalysis under aerobic conditions. This transformation gives access to the selective formation of multifunctionalized <i>E-</i>alkenes by β-attack on the MBH carbonates. This catalytic system also allows the use of water as a cosolvent and air as the sole green oxidant.

Organic LettersVol. 27(22)
Indian Institute of Science Education and Research Berhampur (IN)
Ministry of Education, India
Clean water and sanitation
Openalex Percentile: Top 26%
Catalytic Cross-Coupling Reactions
0.94
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