Abstract
The reaction of dimethyl(phenyl)silanol with butyl acrylate in the presence of a stoichiometric amount of Pd(OAc)2 or by a combined use of 0.1 molar amount of Pd(OAc)2 and Cu(OAc)2/LiOAc (molar ratio 3/2) gave butyl cinnamate in 76% or 57% yield, respectively. The similar reaction with tributyl(phenyl)tin also proceeded in 77% yield. The organotin compound was shown to react faster than the sitanol, although the tin reagent sometimes induced undesirable homocoupling, while the reaction with silanol did not give such by-product.
| Original language | English |
|---|---|
| Pages (from-to) | 1409-1417 |
| Number of pages | 9 |
| Journal | Bulletin of the Chemical Society of Japan |
| Volume | 73 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - Jun 2000 |
| Externally published | Yes |
ASJC Scopus subject areas
- Chemistry(all)
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Cite this
Hirabayashi, K., Ando, J. I., Kawashima, J., Nishihara, Y., Mori, A., & Hiyama, T. (2000). Novel carbon-carbon bond formation through Mizoroki-Heck type reaction of silanols and organotin compounds. Bulletin of the Chemical Society of Japan, 73(6), 1409-1417. https://doi.org/10.1246/bcsj.73.1409