477338-22-0Relevant academic research and scientific papers
A robust first-pass protocol for the heck-mizoroki reaction
Murray, Paul M.,Bower, John F,Cox, David K,Galbraith, Ewan K,Parker, Jeremy S,Sweeney, Joseph B.
, p. 397 - 405 (2013/04/24)
The Heck-Mizoroki (HM) reaction is one of the most widely used C-C bond-forming methods of contemporary synthesis. Notwithstanding this, these reactions frequently require significant optimization before efficient transformations can be obtained. We describe here the results of a study that aimed to establish a generic experimental protocol for HM reactions which enables acceptable yields from first-pass experiments. The methodology utilizes readily available stable catalysts and can be applied to a broad range of coupling partners.
Palladium-catalyzed synthesis of o-acetylbenzoic acids: A new, efficient general route to 2-hydroxy-3-phenyl-1,4-naphthoquinones and indolo[2,3-b]naphthalene-6,11-diones
Barcia, José C,Cruces, Jacobo,Estévez, Juan C,Estévez, Ramón J,Castedo, Luis
, p. 5141 - 5144 (2007/10/03)
We describe here a new, efficient general synthesis of o-acetylbenzoic acids by Heck palladium-catalyzed arylation of n-butyl vinyl ether with o-bromobenzoic acid esters and the use of these compounds as starting materials for the synthesis of 3-benzylideneisochroman-1,4-diones, which readily rearrange to 2-hydroxy-3-phenyl-1,4-naphthoquinones. The application of this strategy to the synthesis of indolo[2,3-b]naphthalene-6,11-diones is also described.
