Synthesis and reactivity of α‐cumyl bromodifluoromethanesulfenate: application to the radiosynthesis of [18F]arylSCF3

A highly reactive electrophilic bromodifluoromethylthiolating reagent, α‐cumyl bromodifluoro‐methanesulfenate 1, was prepared to allow for direct bromodifluoromethylthiolation of aryl boron reagents. This coupling reaction takes place under copper catalysis, and affords a large range of bromodifluor...

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Main Authors: Wu, J, Zhao, Q, Wilson, TC, Verhoog, S, Gouverneur, V, Lu, L, Shen, Q
Format: Journal article
Language:English
Published: Wiley 2019
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author Wu, J
Zhao, Q
Wilson, TC
Verhoog, S
Gouverneur, V
Lu, L
Shen, Q
author_facet Wu, J
Zhao, Q
Wilson, TC
Verhoog, S
Gouverneur, V
Lu, L
Shen, Q
author_sort Wu, J
collection OXFORD
description A highly reactive electrophilic bromodifluoromethylthiolating reagent, α‐cumyl bromodifluoro‐methanesulfenate 1, was prepared to allow for direct bromodifluoromethylthiolation of aryl boron reagents. This coupling reaction takes place under copper catalysis, and affords a large range of bromodifluoromethylthiolated arenes. These compounds are amenable to various transformations including halogen exchange with [18F]KF/K222 , a process giving access to [18F]arylSCF3 in two steps from the corresponding aryl boronic pinacol esters.
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spelling oxford-uuid:fcc4a165-2ff7-4bcf-bc19-a5258fc7c15d2022-03-27T13:23:28ZSynthesis and reactivity of α‐cumyl bromodifluoromethanesulfenate: application to the radiosynthesis of [18F]arylSCF3Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:fcc4a165-2ff7-4bcf-bc19-a5258fc7c15dEnglishSymplectic Elements at OxfordWiley2019Wu, JZhao, QWilson, TCVerhoog, SGouverneur, VLu, LShen, QA highly reactive electrophilic bromodifluoromethylthiolating reagent, α‐cumyl bromodifluoro‐methanesulfenate 1, was prepared to allow for direct bromodifluoromethylthiolation of aryl boron reagents. This coupling reaction takes place under copper catalysis, and affords a large range of bromodifluoromethylthiolated arenes. These compounds are amenable to various transformations including halogen exchange with [18F]KF/K222 , a process giving access to [18F]arylSCF3 in two steps from the corresponding aryl boronic pinacol esters.
spellingShingle Wu, J
Zhao, Q
Wilson, TC
Verhoog, S
Gouverneur, V
Lu, L
Shen, Q
Synthesis and reactivity of α‐cumyl bromodifluoromethanesulfenate: application to the radiosynthesis of [18F]arylSCF3
title Synthesis and reactivity of α‐cumyl bromodifluoromethanesulfenate: application to the radiosynthesis of [18F]arylSCF3
title_full Synthesis and reactivity of α‐cumyl bromodifluoromethanesulfenate: application to the radiosynthesis of [18F]arylSCF3
title_fullStr Synthesis and reactivity of α‐cumyl bromodifluoromethanesulfenate: application to the radiosynthesis of [18F]arylSCF3
title_full_unstemmed Synthesis and reactivity of α‐cumyl bromodifluoromethanesulfenate: application to the radiosynthesis of [18F]arylSCF3
title_short Synthesis and reactivity of α‐cumyl bromodifluoromethanesulfenate: application to the radiosynthesis of [18F]arylSCF3
title_sort synthesis and reactivity of α cumyl bromodifluoromethanesulfenate application to the radiosynthesis of 18f arylscf3
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