Synthesis of Trifluoromethylated Alkenes via a Tandem Aldol/<i>N</i>-Acyloxyphthalimide-Assisted Decarboxylation Sequence
We have developed a metal-free approach for synthesizing <i>E</i>-trifluoromethylated alkenes from readily available aldehydes and the <i>N</i>-hydroxyphtalimide ester of trifluoropropionic acid. To address the challenge of defluorination, we conducted high-throughput screening of reaction conditions. We discovered that acid-base co-catalysis effectively suppresses defluorination, thereby enhancing product yields. A key advantage of our method is its reliance on inexpensive, commercially available starting materials and straightforward reaction conditions.
Authors
- Fei Huang (ORCID: https://orcid.org/0000-0001-7447-2877)
- Bo Xu (ORCID: https://orcid.org/0000-0001-8702-1872)
- Yunquan Man (ORCID: https://orcid.org/0000-0001-8763-541X)
Institutions
- Donghua University (CN)
- Wanhua Chemical (China) (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-04-09
- DOI
- https://doi.org/10.1021/acs.orglett.5c00601
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China