Synthesis of an Eccentric Electron-Deficient Fluorinated Motif, Tetrafluoro-λ 6 -sulfanyl gem -Difluorocyclopropenes
Fluoro-functionalization is now recognized as a critical strategy in drug discovery; however, the accessible fluoro-functional groups are limited. We herein introduce an eccentric, fully fluorinated motif, -tetrafluoro-λ -sulfanyl -difluorocyclopropene . This novel motif is highly lipophilic and pol...
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Veröffentlicht in: | Organic letters 2022-03, Vol.24 (8), p.1722-1726 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Fluoro-functionalization is now recognized as a critical strategy in drug discovery; however, the accessible fluoro-functional groups are limited. We herein introduce an eccentric, fully fluorinated motif,
-tetrafluoro-λ
-sulfanyl
-difluorocyclopropene
. This novel motif is highly lipophilic and polarized, enabling a connection of two independent groups via three continuous atoms with a large angle of pseudo
configuration. The target motif was synthesized via a [2+1] cycloaddition of electron-deficient (hetero)aryl-SF
-alkynes
with an electrophilic difluorocarbene source. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.2c00358 |