1315577-25-3Relevant academic research and scientific papers
Synthesis of catechols from phenols via Pd-catalyzed silanol-directed C-H oxygenation
Huang, Chunhui,Ghavtadze, Nugzar,Chattopadhyay, Buddhadeb,Gevorgyan, Vladimir
supporting information; experimental part, p. 17630 - 17633 (2011/12/16)
A silanol-directed, Pd-catalyzed C-H oxygenation of phenols into catechols is presented. This method is highly site selective and general, as it allows for oxygenation of not only electron-neutral but also electron-poor phenols. This method operates via a silanol-directed acetoxylation, followed by a subsequent acid-catalyzed cyclization reaction into a cyclic silicon-protected catechol. A routine desilylation of the silacyle with TBAF uncovers the catechol product.
Silanol: A traceless directing group for Pd-catalyzed o -alkenylation of phenols
Huang, Chunhui,Chattopadhyay, Buddhadeb,Gevorgyan, Vladimir
, p. 12406 - 12409 (2011/10/02)
A silanol-directed, Pd(II)-catalyzed C-H alkenylation of phenols is reported. This work features silanol, as a novel traceless directing group, and a directed o-C-H alkenylation of phenols. This new method allows for efficient synthesis of diverse alkenylated phenols, including an estrone derivative.
