Abstract
Tri(1-naphthyl)phosphine (Np3P) has been easily prepared in 34% yield from red phosphorus and 1-bromonaphthalene in the superbasic system t-BuONa/DMSO. The expedient procedures for the synthesis of aryl acetylenes by Sonogashira coupling of aryl iodides with terminal alkynes using Np3P as a ligand have been developed. For the first time, it is found that the reaction with compounds containing electron-donating substituents preferably affords buta-1,3-diynes.
| Original language | English |
|---|---|
| Article number | e21443 |
| Journal | Heteroatom Chemistry |
| Volume | 29 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - 1 Jul 2018 |
| Externally published | Yes |
Keywords
- 1-bromonaphthalene
- Sonogashira coupling
- superbasic system
- tri(1-naphthyl)phosphine
ASJC Scopus subject areas
- Chemistry(all)
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Cite this
Govdi, A. I., Vasilevsky, S. F., Malysheva, S. F., Kazheva, O. N., Dyachenko, O. A., & Kuimov, V. A. (2018). Tri(1-naphthyl)phosphine as a ligand in palladium-free Sonogashira cross-coupling of arylhalogenides with acetylenes. Heteroatom Chemistry, 29(4), [e21443]. https://doi.org/10.1002/hc.21443