Photoredox Radical Truce–Smiles Rearrangement of <i>N-</i>Sulfinyl Acrylamides with Bromodifluoroacetamides
We herein report a photochemical Truce-Smiles rearrangement reaction of <i>N</i>-sulfinyl acrylamides with bromodifluoroacetamides resulting in the synthesis of a series of aryl difluoroglutaramides in moderate to good yields. The asymmetric synthesis using chiral sulfinamides produced quaternary carbon<i>-</i>centered glutaramide products with a modest enantioselectivity. This protocol effectively complements previous Truce-Smiles rearrangement methods involving <i>N</i>-sulfonyl acrylamides.
Authors
- Xiaochen Ji (ORCID: https://orcid.org/0000-0001-9533-0376)
- Huawen Huang (ORCID: https://orcid.org/0000-0001-7079-1299)
- Lin Tian (ORCID: https://orcid.org/0000-0001-7012-6926)
- Guo‐Jun Deng (ORCID: https://orcid.org/0000-0003-2759-0314)
- Pu Chen (ORCID: https://orcid.org/0009-0007-5534-8986)
Institutions
- Xiangtan University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-12-18
- DOI
- https://doi.org/10.1021/acs.orglett.4c04484
- Citations
- 14
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 3.50
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Hunan Province