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Synthesis
DOI: 10.1055/s-0043-1775374
DOI: 10.1055/s-0043-1775374
short review
Special Issue PSRC-10 (10th Pacific Symposium on Radical Chemistry)
1,2-Bis(phenylsulfonyl)ethylene (BPSE): A Potent Radical C2 Synthon Available in the Radical and Electron-Transfer-Based Organic Synthesis
S.S. and I.R. thank funding from Japan Society for the Promotion of Science KAKENHI (JP21K14668 and 19H02722). I.R. thanks funding from the National Science and Technology Council (NSTC 112-2113-MA49-013) and the Centre for Emergent Functional Matter Science at National Yang Ming Chiao Tung University (NYCU) for additional support (112R10194C). Y.L. and F.R. gratefully acknowledge the University of Bordeaux, the CNRS and the Agence Nationale de la Recherche (ANR-11-BS07-010-01) for financial support.
Abstract
In this Short Review, we discuss radical reactions using 1,2-bis(phenylsulfonyl)ethylene (BPSE), which has drawn significant attention as a versatile building block for (phenylsulfonyl)ethenylation. Regardless of its E or Z form, BPSE exhibits reliable reactivity towards the attack of alkyl and aryl radicals in order to function as a reliable radical C2 synthon.
1 Introduction
2 Use in Radical Chain Reactions
3 Use in Reactions Utilizing an Electron-Transfer Process
4 Use in Radical-Based C–H Alkenylation
5 Conclusion
Key words
1,2-bis(phenylsulfonyl)ethylene - radical C2 synthon - β-scission - phenylsulfonyl radical - radical alkenylationPublication History
Received: 15 May 2024
Accepted after revision: 05 June 2024
Article published online:
01 July 2024
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