Photocatalytic EnT-Mediated Aminophosphorylation of Alkenes Using Oxime Esters as Bifunctional Reagents
C-P bond formation has typically been achieved by a single-electron transfer process. Herein, a novel class of oxime ester bifunctionalization reagents were first applied to the photocatalytic β-aminophosphorylation of modular olefins. The bifunctional reagents generate two distinct radical species (imine and phosphoryl radicals) that exhibit excellent regioselectivity. Subsequently, these radicals are attached to the olefins through a single-step EnT catalytic process, establishing a novel synthetic pathway. This protocol is characterized by excellent regioselectivity, broad functional group tolerance, and mild reaction conditions, which would enrich the diversity and versatility to facilitate the diversity-oriented synthesis of β-aminophosphorylated complex molecule scaffolds.
Authors
- Tao Lin (ORCID: https://orcid.org/0000-0001-5287-2044)
- Chen Jiang (ORCID: https://orcid.org/0000-0002-6666-346X)
- Xiang Li (ORCID: https://orcid.org/0000-0003-0356-4066)
- Kai You Wang (ORCID: https://orcid.org/0000-0002-6170-4744)
- Yuhongxu Bai
- Di Wu (ORCID: https://orcid.org/0000-0003-1101-1170)
- Jun Jiang (ORCID: https://orcid.org/0000-0003-3401-792X)
- Xin Ruan (ORCID: https://orcid.org/0009-0009-4323-9947)
- Cheng Chen (ORCID: https://orcid.org/0009-0001-6411-0394)
Institutions
- Wuhan University (CN)
- Hubei University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-11-19
- DOI
- https://doi.org/10.1021/acs.orglett.4c03790
- Citations
- 7
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 1.75
Funders
- Natural Science Foundation of Hubei Province
- Fundamental Research Funds for the Central Universities