The Application of Flow Chemistry for the Synthesis of Alkyl Sodium Compounds and Their Transformations with Weinreb Amides and Carboxylic Acids.

ABSTRACT: Herein, we describe the application of a flow system for the generation of a soluble organo sodium compound and the transformation of this primary nucleophile with various Weinreb amides for the synthesis of alkyl-aryl ketones. Thereafter, the generation of secondary sodium intermediates, such as benzylic sodium nucleophiles or ortho-metalated sodium nucleophiles from various carbon pre-nucleophiles, is described. These transformations generated more complex ketones, and in this investigation the key aspect was to identify factors for the chemoselective and regioselective C-H deprotonation of concurring sites within the starting material. Finally, the direct synthesis of ketones from carboxylic acids and the organo sodium compound is described, revealing interesting aspects regardin

SUBMITTER: Knupe-Wolfgang P 

PROVIDER: S-EPMC11348415 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature