C–H Labeling with [18F]Fluoride: An Emerging Methodology in Radiochemistry DOI Creative Commons
Jay S. Wright, Liam S. Sharninghausen,

Alex Lapsys

и другие.

ACS Central Science, Год журнала: 2024, Номер 10(9), С. 1674 - 1688

Опубликована: Авг. 23, 2024

Fluorine-18 is the most routinely employed radioisotope for positron emission tomography, a dynamic nuclear imaging modality. The radiolabeling of C–H bonds an attractive method installing fluorine-18 into organic molecules since it can preclude cumbersome prefunctionalization requisite precursors. Although electrophilic "F+" reagents (e.g., [18F]F2) are effective radiolabeling, state-of-the-art methodologies predominantly leverage high molar activity nucleophilic [18F]fluoride sources [18F]KF) with substantial (pre)clinical advantages. Reflecting this, multiple techniques utility have been disclosed over past decade. However, adoption has slow, and PET agents still prepared via methods that, despite level practicality, limited in scope SNAr, SN2 radiofluorinations). By addressing drawbacks inherent to these strategies, radiofluorination radiofluoroalkylation carry potential complement supersede labeling methods, facilitating expedited production used disease staging drug development. In this Outlook, we showcase recent developments discuss merits, potential, barriers settings. addition, highlight trends, challenges, directions emerging field study.

Язык: Английский

Standardized Approach for Diversification of Complex Small Molecules via Aryl Thianthrenium Salts DOI Creative Commons
Dilgam Ahmadli, Sven Müller, Yuanhao Xie

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Янв. 21, 2025

Thianthrenation is a useful strategy for the late-stage diversification of complex small molecules owing to positional selectivity and synthetic versatility thianthrenium salts as electrophilic linchpins. However, substrate-dependent identification suitable reaction conditions thianthrenation can be difficult. Reported functionalization vary significantly and, in some instances, lack robustness practicality. Herein, we report generalized approach preparation two manifolds practical, robust, parallel salts.

Язык: Английский

Процитировано

4
Precise synthesis of ortho-deuterated aromatic derivatives: an arylthianthrenium salt-based platform approach DOI

Yunhao Guan,

Peng Xia, Rong Fan

и другие.

Chinese Chemical Letters, Год журнала: 2025, Номер unknown, С. 111132 - 111132

Опубликована: Март 1, 2025

Язык: Английский

Процитировано

0
Organosilicon Precursors for Efficient Aromatic Copper-Mediated Radiocyanation DOI Creative Commons
Jay S. Wright,

Richard Ma,

Casey J. McCarthy

и другие.

Опубликована: Июнь 26, 2024

Copper-mediated radiolabelling has revolutionised how (hetero)aromatic imaging agents are prepared for positron emission tomography (PET). Despite advancements, this radiochemistry fails to address critical stability, reactivity, and toxicity concerns encountered in many labelling systems, which paramount safely reproducibly generating patient radiomedicines. To overcome these limitations, a copper-mediated 11C-cyanation reaction is presented that leverages heptamethyltrisiloxanes as (hetero)aryl nucleophiles. Rapid ipso-radiocyanation occurs conversions surpass related precursors while offering stability advantages. Preliminary mechanistic data suggests difluoro(methyl)aryl silane may be generated prior transmetallation. Multiple bioactive scaffolds relevant (pre)clinical PET were labelled showcase the broader significance of protocol, including an automated radiosynthesis -opioid receptor antagonist currently under clinical investigation. Overall, adopting aryl will augment radiochemical space support production nuclear medicines.

Язык: Английский

Процитировано

1
C–H Labeling with [18F]Fluoride: An Emerging Methodology in Radiochemistry DOI Creative Commons
Jay S. Wright, Liam S. Sharninghausen,

Alex Lapsys

и другие.

ACS Central Science, Год журнала: 2024, Номер 10(9), С. 1674 - 1688

Опубликована: Авг. 23, 2024

Fluorine-18 is the most routinely employed radioisotope for positron emission tomography, a dynamic nuclear imaging modality. The radiolabeling of C–H bonds an attractive method installing fluorine-18 into organic molecules since it can preclude cumbersome prefunctionalization requisite precursors. Although electrophilic "F+" reagents (e.g., [18F]F2) are effective radiolabeling, state-of-the-art methodologies predominantly leverage high molar activity nucleophilic [18F]fluoride sources [18F]KF) with substantial (pre)clinical advantages. Reflecting this, multiple techniques utility have been disclosed over past decade. However, adoption has slow, and PET agents still prepared via methods that, despite level practicality, limited in scope SNAr, SN2 radiofluorinations). By addressing drawbacks inherent to these strategies, radiofluorination radiofluoroalkylation carry potential complement supersede labeling methods, facilitating expedited production used disease staging drug development. In this Outlook, we showcase recent developments discuss merits, potential, barriers settings. addition, highlight trends, challenges, directions emerging field study.

Язык: Английский

Процитировано

1