Gold-Catalyzed Dearomatization of 2-Naphthols with AlkynesAn, J., Parodi, A., Monari, M., Reis, M. C., Lopez, C. S. & Bandini, M., 11-Dec-2017, In : Chemistry - A European Journal. 23, 69, p. 17473-17477 5 p.
Research output: Contribution to journal › Article › Academic › peer-review
The site-selective dearomatization of naphthols is realized in a straightforward manner through a gold(I)-catalyzed [3,3]-sigmatropic rearrangement/allene functionalization cascade sequence. The method employs readily available naphthylpropargyl ethers as starting materials. A range of densely functionalized dihydrofurylnaphthalen-2(1H)-ones are obtained in high yields (up to 98 %) and extremely mild reaction conditions (reagent grade solvent, air, 10 minute reaction time). A complete theoretical elucidation of the reaction machinery is also proposed, providing a rationale for important issues such as regio- and chemoselectivity.
|Number of pages||5|
|Journal||Chemistry - A European Journal|
|Publication status||Published - 11-Dec-2017|
- catalysis, dearomatization, gold, mechanism, naphthol