- Journal
- ORGANIC LETTERS
- Année
- 2024
- Volume
- 26
- Numéro
- 48
- Pages
- 10369-10375
- Mois
- NOV 26
- DOI
- 10.1021/acs.orglett.4c03972
Abstract
Herein is described the first synthesis of SF5-ynamides, versatile building blocks featuring the pentafluorosulfanyl motif. This synthesis proceeds through a two-step sequence of radical SF5-addition onto the pi-system of a wide range of terminal ynamides and derivatives substituted with various nitrogen fragments followed by a dehydrochlorination reaction. A selection of downstream functionalization reactions, including nucleophilic additions, cycloadditions, and sulfur ylide synthesis, highlights the wide-ranging applications of this novel type of functionalized SF5-building block.