Mild, Organo-Catalysed Borono-Deamination as a Key to Late-Stage Pharmaceutical Precursors and ¹⁸F-Labelled Radiotracers.

ABSTRACT: A tris(pentafluorophenyl)borane catalysed method for the synthesis of boronic acid esters from aromatic amines in yields of up to 93% was devised. Mild conditions, benign reagents, short reaction times, low temperatures and a wide substrate scope characterize the method. The reaction was found applicable to the synthesis of boronic acid ester derivatives of complex drug molecules in up to 86% isolated yield and high purity suitable for labelling. These boronates were subsequently labelled with [¹⁸F]fluoride ion in radiochemical yields of up to 55% with and even without isolation of the boronate-intermediate.

SUBMITTER: Perez-Garcia RM 

PROVIDER: S-EPMC9089349 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature