ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
Remote Radical Desaturation of Unactivated C-H Bonds in Amides.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Regioselective Synthesis of β,γ-Unsaturated Amides from Unactivated Alkenes.The Journal of organic chemistry · 2025Article
- Copper-Catalyzed Cyclization and Alkene Transposition Cascade Enables a Modular Synthesis of Complex Spirocyclic Ethers.Journal of the American Chemical Society · 2025Article
- Aryl-to-alkyl radical relay Heck reaction of amides with vinyl arenes.Chemical science · 2023Article
- Selective dehydrogenation of small and large molecules by a chloroiridium catalyst.Science advances · 2022Article
- Cobalt-catalyzed chemoselective dehydrogenation through radical translocation under visible light.Chemical science · 2022Article
- Site-selective coupling of remote C(spChemical science · 2022Article
- Remote Radical Desaturation of Unactivated C-H Bonds in Amides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
Desaturation of inert aliphatic C-H bonds in alkanes to form the corresponding alkenes is challenging. In this communication, a new and practical strategy for remote site-selective desaturation of amides via radical chemistry is reported. The readily installed N-allylsulfonylamide moiety serves as an N radical precursor. Intramolecular 1,5-hydrogen atom transfer from an inert C-H bond to the N-radical generates a translocated C-radical which is subsequently oxidized and deprotonated to give the corresponding alkene. The commercially available methanesulfonyl chloride is used as reagent and a Cu/Ag-couple as oxidant. The remote desaturation is realized on different types of unactivated sp
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