Syntheses of Phosphonylated Pyrido-Dihydrofurans by Regioselective 5-<i>Exo</i>-<i>dig</i> Addition to Carbon–Carbon Triple Bond Catalyzed by AgNO<sub>3</sub>
The tandem nucleophilic addition-cyclization reaction of <i>o</i>-alkynylpyridinecarbaldehyde <b>1</b> with dialkyl phosphites <b>2</b> took place very smoothly in the presence of AgNO<sub>3</sub> under base conditions in DCE at 50 °C. In all cases, the reaction proceeded in a regioselective manner leading to the 5-<i>exo</i>-<i>dig</i> phosphonylated pyrido-dihydrofurans <b>3</b> in moderate to good yields.
Authors
- Hongming Fang
- Zhiwei Miao (ORCID: https://orcid.org/0000-0002-8488-8670)
- Bo Jiang (ORCID: https://orcid.org/0000-0003-3878-515X)
- Yiyang Qiao
- Xingyu Tu
Institutions
- Nankai University (CN)
- Wuyi University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-17
- DOI
- https://doi.org/10.1021/acs.joc.4c00877
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Nankai University