Flow Heck reactions using extremely low loadings of phosphine-free palladium acetate.

Autor: Cyr P; Worldwide Research and Development, Pfizer Inc., Eastern Point Road, Groton, Connecticut 06340, USA., Deng ST, Hawkins JM, Price KE
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2013 Sep 06; Vol. 15 (17), pp. 4342-5. Date of Electronic Publication: 2013 Aug 12.
DOI: 10.1021/ol4018134
Abstrakt: High-yielding Heck reactions are demonstrated using 0.05 mol % Pd(OAc)2 without phosphine ligands. These reactions are run in a mesoscale flow reactor which allows precise control of reaction times and temperatures. Profiling yield and selectivity versus Pd loading shows 500 ppm to be optimal for aryl iodides; higher loadings favor side reactions caused by Pd(II) species. Aryl halides are examined via concise Design of Experiment to expand the scope and optimize conditions.
Databáze: MEDLINE