4.4 Article

Synthesis and application of pentafluorosulfanylation reagents and derived aliphatic SF5-containing building blocks

Journal

TETRAHEDRON
Volume 109, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2022.132656

Keywords

Pentafluorosulfanylation; Radical addition reactions; SF5-substituted building blocks; SF5 alkenes; Alkynes and carbonyls; Sulfur hexafluoride

Funding

  1. Deutsche Forschungsgemeinschaft (DFG) [Ha 2145/12-1, AOBJ 588585]

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This review highlights the significant progress made in the past few decades in the application of pentafluorosulfanyl (SF5) group in organic compounds, focusing on the synthesis of SF5-containing small building blocks using SF5X reagents and their potential applications in drug and pesticide design as well as materials sciences.
Among the perfluorinated substituents of organic compounds, the pentafluorosulfanyl (SF5) group received remarkable attention in the past few decades due to its particular properties such as high thermal, chemical and metabolic stability, high density, high group electronegativity, high lipophilicity, and interesting effects on the biological activity of relevant compounds. This review retraces the massive progress made towards the preparation and application of reagents like SF5X (X = F, Cl, Br) for the synthesis of SF5-containing small building blocks designed for the construction of complex aliphatic molecules potentially applicable in drug and pesticide design as well as in materials sciences. (C) 2022 Elsevier Ltd. All rights reserved.

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