Palladium-Catalyzed Enantioselective Tandem Phosphinolation/Cyclization of <i>ortho</i>-Alkynylbenzaldehydes and H-Phosphine Oxides: Access to C1-Phosphinoylated 1<i>H</i>-Isochromenes
A novel and effective method for the synthesis of chiral C1-phosphinoylated 1<i>H</i>-isochromenes has been developed. The reaction proceeds via a tandem asymmetric addition/cyclization under a catalytic system of Pd(OAc)<sub>2</sub>, a Josiphos-based ligand <b>L9</b>, and ZnCl<sub>2</sub> in MeCN at 70 °C. This method demonstrates a broad substrate scope (27 examples), delivering excellent yields (up to 92%) and enantioselectivities (up to 95%).
Authors
- Ruifeng Fan
- Baomin Fan
- Ponnam Devendar (ORCID: https://orcid.org/0000-0003-3079-1491)
- Linchun Zhang
- Meiqi Liang
- Fan Yang
Institutions
- Beijing Institute of Technology (CN)
- Minzu University of China (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-22
- DOI
- https://doi.org/10.1021/acs.orglett.5c00757
- Citations
- 2
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- Yunnan Provincial Science and Technology Department