Download PDF
Synlett
DOI: 10.1055/a-2600-4673
letter

Synthesis of Dibenzothiophenium Salts and Observations in Radiofluorination

Juntian Zhang
1   Imaging R&D, Eli Lilly and Company, Philadelphia, United States (Ringgold ID: RIN1539)
,
Wei Zhang
2   Discovery and Diagnostic Radiochemistry, Eli Lilly and Company, Philadelphia, United States (Ringgold ID: RIN1539)
,
Adam T. Hoye
1   Imaging R&D, Eli Lilly and Company, Philadelphia, United States (Ringgold ID: RIN1539)
,
Nathaniel C. Lim
2   Discovery and Diagnostic Radiochemistry, Eli Lilly and Company, Philadelphia, United States (Ringgold ID: RIN1539)
,
Hui Xiong
1   Imaging R&D, Eli Lilly and Company, Philadelphia, United States (Ringgold ID: RIN1539)
› Author AffiliationsSupported by: Eli Lilly and Company
› Further Information
  PDF Download All articles of this category

We demonstrate an alternative synthesis of dibenzothiophenium (DBT) salts through a 3-step Pd-catalyzed arylation, oxidation, and cyclization sequence. This approach is operationally straightforward and compatible with a variety of common functional groups. We observed that radiofluorination of a set of related DBT salt precursors gave higher radiochemical incorporation (RCI) with substrates bearing ortho-substituents to the DBT leaving group suggestive of an ortho-effect.



Publication History

Received: 04 April 2025

Accepted after revision: 05 May 2025

Accepted Manuscript online:
05 May 2025

© . Thieme. All rights reserved.

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany