Catalytic Borrowing Hydrogen Alkylation of Ketones With Tertiary 1,n‐Diols

The installation of 1,n‐difunctionalized structures with high efficiency represents a great challenge in synthetic organic chemistry. Compared to existing methods, borrowing hydrogen alkylation would be an alternative strategy for the formation of such compounds, as it utilizes feedstock alcohol and generates water as the only by‐product. Despite enough development in this domain, however, limited structure diversity is observed for substrate scope, which is somehow due to the use of high temperature and extended harsh reaction conditions. Herein, we introduced a unified strategy to access a wide variety of 1,n‐difunctionalized structures through borrowing hydrogen process employing a new iridium complex with aminoquinoline‐based ligand. The utility of this protocol is displayed with a broad substrate scope with dynamic functional group compatibility along with application for the synthesis of γ‐tertiary alcohol and γ‐amino α‐ketones. The catalyst system is also efficient for those alcohol substrates which were previously unsuccessful in related reactions.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2026-06-30
DOI
https://doi.org/10.1002/adsc.70593
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.00

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article

Catalytic Borrowing Hydrogen Alkylation of Ketones With Tertiary 1,n‐Diols

Shahida Perveen, Ajmal Khan, Lingyun Wang, Tahir Rahman et al.
Advanced Synthesis & Catalysis
Asymmetric Hydrogenation and Catalysis
article

Catalytic Borrowing Hydrogen Alkylation of Ketones With Tertiary 1,n‐Diols

Shahida Perveen, Ajmal Khan, Lingyun Wang, Tahir Rahman, Sania Akhtar, Junjie Zhang
article en

Abstract

The installation of 1,n‐difunctionalized structures with high efficiency represents a great challenge in synthetic organic chemistry. Compared to existing methods, borrowing hydrogen alkylation would be an alternative strategy for the formation of such compounds, as it utilizes feedstock alcohol and generates water as the only by‐product. Despite enough development in this domain, however, limited structure diversity is observed for substrate scope, which is somehow due to the use of high temperature and extended harsh reaction conditions. Herein, we introduced a unified strategy to access a wide variety of 1,n‐difunctionalized structures through borrowing hydrogen process employing a new iridium complex with aminoquinoline‐based ligand. The utility of this protocol is displayed with a broad substrate scope with dynamic functional group compatibility along with application for the synthesis of γ‐tertiary alcohol and γ‐amino α‐ketones. The catalyst system is also efficient for those alcohol substrates which were previously unsuccessful in related reactions.

Advanced Synthesis & CatalysisVol. 368(13)
Xi'an Jiaotong University (CN)
Fundamental Research Funds for Central Universities of the Central South University
Clean water and sanitation
Openalex Percentile: Top 17%
Asymmetric Hydrogenation and Catalysis
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