Jia-Yin Wang, Jin-Long Dai, Tao Wang, Ming-Xian Zhang, Hong-Kai Sha, Shenghu Yan
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Photoredox-catalyzed allylation of C(sp3)-H bonds in N-trifluoroethyl hydroxylamines or hydroxamides via hydrogen atom transfer.
Herein, we present an organophotoredox-catalyzed nitrogen-centered radical-triggered allylation reaction that enables the synthesis of trisubstituted alkenes from MBH adducts and N-trifluoroethylhydroxylamine reagents or hydroxamides via a hydrogen atom transfer (HAT) strategy. When N-trifluoroethylhydroxylamine reagents were employed as radical precursors, various homoallylic α-trifluoromethylamines were generated through 1,2-HAT of the in situ-generated N-trifluoroethyl radicals. Moreover, a series of hydroxamides (1,5-HAT reagents) could be tolerated by this catalytic system, affording the corresponding alkyl amides with excellent yields.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.