Selective radical-type perfluoro-tert-butylation of unsaturated compounds with a stable and scalable reagent DOI Creative Commons
Ruitong Zhang,

Zhou Shengqi,

Yijing Li

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: May 14, 2025

Despite the promising potential of perfluoro-tert-butyl group in diverse fields such as magnetic resonance imaging, material science and drug design, incorporating this into organic molecules is still a formidable task, primarily due to its bulky structure unique fluorine effect. Herein, we describe stable scalable reagent for radical-type perfluoro-tert-butylation, which synthesized large scale from commercial perfluoro-tert-butanol designed benzothiazole hypervalent iodonium salt. Highly E-selective photo-driven C(sp2)-H functionalization styrene derivatives achieved triplet-triplet energy transfer halted manner, while thermally disfavored Z-products are also accessible by removing antagonist. The application method further demonstrated late-stage divergent synthesis perfluoro-tert-butylated compounds.

Language: Английский

Selective radical-type perfluoro-tert-butylation of unsaturated compounds with a stable and scalable reagent DOI Creative Commons
Ruitong Zhang,

Zhou Shengqi,

Yijing Li

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: May 14, 2025

Despite the promising potential of perfluoro-tert-butyl group in diverse fields such as magnetic resonance imaging, material science and drug design, incorporating this into organic molecules is still a formidable task, primarily due to its bulky structure unique fluorine effect. Herein, we describe stable scalable reagent for radical-type perfluoro-tert-butylation, which synthesized large scale from commercial perfluoro-tert-butanol designed benzothiazole hypervalent iodonium salt. Highly E-selective photo-driven C(sp2)-H functionalization styrene derivatives achieved triplet-triplet energy transfer halted manner, while thermally disfavored Z-products are also accessible by removing antagonist. The application method further demonstrated late-stage divergent synthesis perfluoro-tert-butylated compounds.

Language: Английский

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