Work

Pd-Catalyzed Borylation in Water and Its Application to the Synthesis of Active Pharmaceutical Ingredient (API) Intermediates

Year: 2024

Type: article

Abstract: An efficient catalytic borylation reaction of aryl bromides in water based on Pd catalysis under micellar conditions is presented. The peculiar combination of the proper Pd precursor with a Sphos ligand and a hindered lipophilic base ensures good yields in the synthesis of a wide range of boronic esters, even for heteroaryl derivatives with a good purity profile. The method is specifically developed for the in situ preparation of boronic esters that are directly converted into examples of relevant active pharmaceutical ingredient intermediates through cross-coupling reactions or via oxidation to phenols.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.4c01389

Authors: Nicola Compagno, Nicola Lucchetti, Andrea Palmisano, Roberto Profeta, Alessandro Scarso

Institutions: Ca' Foscari University of Venice, Fabbrica Italiana Sintetici (Italy)

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: European Commission, Ministero dell'Università e della Ricerca

Award: G5156169094