Poizat, Maël (1986-....).

Nouvelles réactions de couplage décarboxylatif catalysées par des sels de cuivre et de palladium - Nouvelles réactions de couplage aryl-aryle catalysées par des sels de nickel et de manganèse by Maël Poizat( )

4 editions published in 2013 in French and held by 7 WorldCat member libraries worldwide

The copper-catalyzed decarboxylation of aromatic carboxylic acids has been advantageously achieved by using aliphatic amines like N,N,N',N'-tetramethylethylenediamine (TMEDA) or hexamethylenetetramine (HMTA) as ligands instead of the aromatic heterocyclic amines (quinoline, phenanthroline) used until now. The improvement is significant since the reaction can be performed at a lower temperature (ca. 50 °C less) and the reaction time is clearly shorter. This new catalytic system was developed owing to a careful analysis of the reaction mechanism. The reaction conditions described herein also allow us to perform copper/palladium-catalyzed decarboxylative cross-coupling reactions between 120 to 140 °C instead of 170 °C. Thereby, biaryls and triarylethylenes compounds were obtained in good yields. Moreover, the multi-step synthesis of the anticancer agent (Z)-Tamoxifen was completed using a decarboxylative cross-coupling reaction as the key step. The results reported above could open the way to the development of low temperature procedures. It is worthy of note that, for large-scale applications, it is very advantageous to replace 1,10- phenanthroline by TMEDA which is clearly less expensive. A new reaction of demethylation-decarboxylation of o-methoxy aromatic carboxylic acids was also described. Finally, a cheap and user-friendly nickel/manganese catalytic system was developed for the efficient cross-coupling of functionalized aromatic chlorides with aromatic grignard reagents

One-Step O-Demethyl-Decarboxylation of ortho-Methoxy Aromatic Carboxylic Acids( )

1 edition published in 2018 in English and held by 2 WorldCat member libraries worldwide

A User-Friendly Procedure for the Preparation of Secondary Alkyl Chlorides( )

1 edition published in 2012 in English and held by 2 WorldCat member libraries worldwide