A Reductive Ugi Reaction with Carboxylic Acids Replacing Aldehydes
Here, we report a Ti(IV)-catalyzed reductive Ugi reaction in which two distinct carboxylic acids replace aldehyde and carboxylic acid components. The Ti(IV) catalyst exhibits dual roles: promoting the deoxygenative imination of carboxylic acids through its oxophilicity and acting as a Lewis acid to activate imine intermediates for the the Ugi reaction. The addition of methanol quenches excess hydrosilane, ensuring an efficient tandem process. This one-pot tandem reaction expands the carboxylic acid utility in MCRs, offering a platform for drug discovery, functional materials, and natural product synthesis.
Authors
- Jianmin Huang (ORCID: https://orcid.org/0000-0002-1861-7442)
- Huanfeng Jiang (ORCID: https://orcid.org/0000-0002-4355-0294)
- Liangbin Huang (ORCID: https://orcid.org/0000-0001-9450-9454)
- Xiaohong Li (ORCID: https://orcid.org/0000-0003-3190-7214)
Institutions
- Key Laboratory of Guangdong Province (CN)
- State Key Laboratory of Pulp and Paper Engineering
- South China University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-26
- DOI
- https://doi.org/10.1021/acs.orglett.5c01785
- Citations
- 6
- Primary Topic
- Synthesis of Organic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 8.37
Funders
- Natural Science Foundation of Guangzhou City
- National Natural Science Foundation of China