Iron-Photocatalyzed Decarboxylative Alkylation of Carboxylic Acids with Morita–Baylis–Hillman Acetates
We present an iron-photocatalyzed decarboxylative alkylation strategy involving carboxylic acids and Morita-Baylis-Hillman (MBH) acetates to synthesize <i>E</i>-type tri- and tetrasubstituted alkenes with moderate to excellent stereoselectivity (<i>E</i>/<i>Z</i> ratio up to >19:1). This method is applicable to a broad range of structurally diverse primary, secondary, and tertiary alkyl carboxylic acids, as well as complex pharmaceutical and natural carboxylic acids, achieving efficient alkylation of various MBH acetates under mild conditions (>60 examples, with yields up to 96%). This approach offers a powerful strategy for streamlined alkylation.
Authors
- Dongping Wang (ORCID: https://orcid.org/0000-0002-4705-8774)
- Yanli Yin (ORCID: https://orcid.org/0000-0002-0013-3116)
- Teck‐Peng Loh (ORCID: https://orcid.org/0000-0002-2936-337X)
- Dong Chen (ORCID: https://orcid.org/0000-0002-7102-6836)
- Fang Chen (ORCID: https://orcid.org/0000-0003-1131-0023)
- Peizhong Xie (ORCID: https://orcid.org/0000-0002-6777-0443)
Institutions
- Nanjing Tech University (CN)
- Henan University of Technology (CN)
- Henan University of Engineering (CN)
- Department of Science and Technology (PH)
- Henan Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-12-27
- DOI
- https://doi.org/10.1021/acs.orglett.4c04267
- Citations
- 19
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 4.75
Funders
- National Natural Science Foundation of China
- Henan University of Technology
- Natural Science Foundation of Henan Province