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Sustainable Organocatalytic Processes to Access Alkyl SuFEx Click Hubs and Tetrasubstituted Carbon Centers: Potential Libraries for Multidisciplinary Applications

  • Woo Hee
  • , Kim Jin
  • , Hyun Park
  • , Sun Bu Lee
  • , Muhammad Israr
  • , Byeong Jun Koo
  • , Soo Bok Kim
  • , Soyeon Kim
  • , Han Yong Bae*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

In this Account, we provide an overview of our recent achievements on sustainable organocatalysis. Our group has unveiled the effectiveness of specific organocatalysts under various environmentally benign conditions. We have found that N-heterocyclic carbene and phosphazene superbases exhibit favorable performances in bulk aqueous reaction environments. In addition, the use of organic superacid catalysts results in synergistic effects when hydrogen-bond donor catalysts are assembled in aqueous media. Moreover, we discovered that a neutral organic salt precatalyst can generate a potent silylium Lewis acid catalyst in situ, specifically under solvent-free conditions. These innovative, sustainable organocatalytic processes have successfully facilitated the conversion of raw starting materials into valuable compounds, including sulfur(VI) fluoride exchange (SuFEx) click hubs and tetrasubstituted carbon centers incorporating heteroatoms.

Original languageEnglish
Pages (from-to)394-404
Number of pages11
JournalSynlett
Volume35
Issue number4
DOIs
StatePublished - 14 Feb 2024
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2023 Georg Thieme Verlag. All rights reserved.

Keywords

  • on-water
  • organocatalysis
  • solvent-free
  • sulfur(VI) fluoride exchange (SuFEx)
  • sustainable process
  • tetrasubstituted carbon centers

ASJC Scopus subject areas

  • Organic Chemistry

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