Abstract
This study investigated the effect of oxygen substituents in the benzoyl part of N-(2-iodophenyl)benzamide on the coupling position in its Pd-assisted biaryl coupling reaction. Benzamide with methylenedioxy and acyloxy groups yielded the ortho-product formed predominantly by connection to a more hindered carbon. The mechanism is discussed from the perspectives of both steric and coordinated effects.
| Original language | English |
|---|---|
| Pages (from-to) | 6091-6094 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 46 |
| Issue number | 36 |
| DOIs | |
| Publication status | Published - Sep 5 2005 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Harayama, T., Kawata, Y., Nagura, C., Sato, T., Miyagoe, T., Abe, H., & Takeuchi, Y. (2005). Effect of oxygen substituents on the regioselectivity of the Pd-assisted biaryl coupling reaction of benzanilides. Tetrahedron Letters, 46(36), 6091-6094. https://doi.org/10.1016/j.tetlet.2005.06.167