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

  • Wu, J
  • Zhao, Q
  • Wilson, TC
  • Verhoog, S
  • Gouverneur, V
  • Lu, L
  • Shen, Q
Publication date
January 2019
Publisher
Royal College of Obstetricians & Gynaecologists (RCOG)

Abstract

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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