Photocatalytic synthesis of CF3-containing <i>β</i> -amino alcohols via covalent metal–organic frameworks

The construction of CF<sub>3</sub>-containing β-amino alcohols represents a promising approach for drug discovery due to their enhanced metabolic stability and tunable pharmacological properties. However, the development of non-noble metal heterogeneous photocatalysts for the efficient one-step synthesis of trifluoromethyl (CF<sub>3</sub>)-containing β-amino alcohol motifs under mild conditions poses significant challenges. In this work, we successfully synthesized two photoactive covalent metal-organic frameworks capable of photocatalysing the one-step conversion of allylamines into CF<sub>3</sub>-containing β-amino alcohols via trifluoromethylation and photooxidation. Notably, the catalytic reaction can be performed under continuous-flow conditions, reducing the reaction time from 12 h to 50 min while achieving a product yield of 6.2 g of CF<sub>3</sub>-containing β-amino alcohol. Additionally, under a CO<sub>2</sub> atmosphere, CF<sub>3</sub>-containing oxazolidinones can be efficiently obtained through the oxytrifluoromethylation of alkenes. Both catalytic reactions demonstrate high yields under natural sunlight illumination, further highlighting the practicality and sustainability of this approach.

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Publication Details

Journal
National Science Review
Published
2025-10-28
DOI
https://doi.org/10.1093/nsr/nwaf463
Citations
2
Primary Topic
Covalent Organic Framework Applications
Type
article
Field-Weighted Citation Impact
1.04

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article

Photocatalytic synthesis of CF3-containing β -amino alcohols via covalent metal–organic frameworks

Xilin Jia, Guo‐Hong Ning, Ji Zheng, Ri‐Qin Xia et al.
2 citations
National Science Review
Covalent Organic Framework Applications
1.04
article

Photocatalytic synthesis of CF3-containing β -amino alcohols via covalent metal–organic frameworks

Xilin Jia, Guo‐Hong Ning, Ji Zheng, Ri‐Qin Xia, Yucong Huang, Zhongxin Chen, Dan Li, Han Yu, Xu Chen, Yumei Wang
article en
2 citations

Abstract

The construction of CF<sub>3</sub>-containing β-amino alcohols represents a promising approach for drug discovery due to their enhanced metabolic stability and tunable pharmacological properties. However, the development of non-noble metal heterogeneous photocatalysts for the efficient one-step synthesis of trifluoromethyl (CF<sub>3</sub>)-containing β-amino alcohol motifs under mild conditions poses significant challenges. In this work, we successfully synthesized two photoactive covalent metal-organic frameworks capable of photocatalysing the one-step conversion of allylamines into CF<sub>3</sub>-containing β-amino alcohols via trifluoromethylation and photooxidation. Notably, the catalytic reaction can be performed under continuous-flow conditions, reducing the reaction time from 12 h to 50 min while achieving a product yield of 6.2 g of CF<sub>3</sub>-containing β-amino alcohol. Additionally, under a CO<sub>2</sub> atmosphere, CF<sub>3</sub>-containing oxazolidinones can be efficiently obtained through the oxytrifluoromethylation of alkenes. Both catalytic reactions demonstrate high yields under natural sunlight illumination, further highlighting the practicality and sustainability of this approach.

National Science ReviewVol. 13(2)
Jinan University (CN), Chinese University of Hong Kong, Shenzhen (CN), South China University of Technology (CN)
National Natural Science Foundation of China, Basic and Applied Basic Research Foundation of Guangdong Province
Openalex Percentile: Top 21%
Covalent Organic Framework Applications
1.04
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