| Autor: |
Wu, Xing, Zhang, Wenbo, Sun, Guangwu, Zou, Xi, Sang, Xiaoru, He, Yongmin, Gao, Bing |
| Předmět: |
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| Zdroj: |
Nature Communications; 8/24/2023, Vol. 14 Issue 1, p1-10, 10p |
| Abstrakt: |
Sulfonyl and sulfonimidoyl fluorides are versatile substrates in organic synthesis and medicinal chemistry. However, they have been exclusively used as S(VI)+ electrophiles for defluorinative ligations. Converting sulfonyl and sulfonimidoyl fluorides to S(VI) radicals is challenging and underexplored due to the strong bond dissociation energy of SVI−F and high reduction potentials, but once achieved would enable dramatically expanded synthetic utility and downstream applications. In this report, we disclose a general platform to address this issue through cooperative organosuperbase activation and photoredox catalysis. Vinyl sulfones and sulfoximines are obtained with excellent E selectivity under mild conditions by coupling reactions with alkenes. The synthetic utility of this method in the preparation of functional polymers and dyes is also demonstrated. Sulfonyl and sulfonimidoyl fluorides (SFs) are versatile substrates in organic synthesis but conversion to S(VI) radicals is challenging. Here, the authors show that organosuperbase activated SFs can be converted to S(VI) radicals under photocatalytic conditions and demonstrate application of this synthetic pathway in the preparation of functional polymers and dyes. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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