Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(18), С. 3784 - 3788
Опубликована: Янв. 1, 2023
An NHC-catalyzed [3 + 2 1] annulation of vinyl azides, aldehydes, and Togni’s reagents was reported. The cascade involves SET redox transformation, denitrogenated radical migration, C–N coupling, defluorinated cyclization.
Язык: Английский
Nature, Год журнала: 2023, Номер 623(7985), С. 66 - 70
Опубликована: Сен. 20, 2023
Язык: Английский
Процитировано
28
Journal of the American Chemical Society, Год журнала: 2024, Номер 146(5), С. 2933 - 2938
Опубликована: Янв. 22, 2024
Most of the known single-electron reductants are either metal based reagents, used in a stoichiometric amount, or combination an organic species and photocatalyst. Here we report that 1
Язык: Английский
Процитировано
13
Chemical Communications, Год журнала: 2024, Номер 60(72), С. 9659 - 9691
Опубликована: Янв. 1, 2024
The twelve principles of green chemistry illuminate the pathway in direction sustainable and eco-friendly synthesis, marking a fundamental shift synthetic organic paradigms. In this realm, harnessing power visible light for difunctionalization various skeletons without employing any external oxidant or reductant, specifically termed as redox-neutral difunctionalization, has attracted tremendous interest from chemists due to its low cost, easy availability environmentally friendly nature contrast traditional metal-catalyzed difunctionalizations. This review presents an overview recent updates on visible-light-induced reactions with literature coverage up May 2024.
Язык: Английский
Процитировано
12
Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(5)
Опубликована: Апрель 8, 2023
Abstract Ring‐fused polycyclic structures widely exist in a myriad of natural products and pharmaceutical molecules. Consequently, the construction such from readily available substrates becomes an important researching topic organic synthesis. Triggered by addition radicals to (activated or unactivated) double bonds alkenes, subsequent intramolecular addition/cyclization leads compounds. Following this procedure, variety functionalized ring‐fused were formed. Great achievements have been witnessed recently. Those works provided efficient, atom economy, operational simple approaches toward versatile alkene‐based substrates. Here, we summarized recent on formation via radical‐triggered cascade reactions alkenes. Construction with no less than 3 fused rings developed during last decade included Review, corresponding mechanisms also discussed.
Язык: Английский
Процитировано
23
Organic Letters, Год журнала: 2023, Номер 25(32), С. 6072 - 6076
Опубликована: Авг. 8, 2023
A novel and efficient strategy for the synthesis of a series structurally interesting benzazepine derivatives via an N-heterocyclic carbene-catalyzed regioselective intramolecular radical cyclization has been developed. This protocol features good regioselectivity, functional-group compatibility, wide substrate scope, providing transition-metal- oxidant-free pathway to access seven-membered rings under mild reaction conditions. Additionally, further transformation benzazepines large-scale experiment were also conducted.
Язык: Английский
Процитировано
12
Organic Letters, Год журнала: 2023, Номер 25(51), С. 9186 - 9190
Опубликована: Дек. 15, 2023
The photoredox/PPh3-mediated cyclization of 2-isocyanobiaryls has been developed. A substantial range functional-group-rich phenanthridine derivatives were synthesized at room temperature in a highly selective and atom-economic manner. Mechanistic studies suggested that the process is probably mediated both by Ph3P radical cation with key 1,2-hydride transfer hydrogen atom generated through O–H bond homolytic cleavage Ph3P–OH intermediate.
Язык: Английский
Процитировано
11
ChemistryOpen, Год журнала: 2024, Номер unknown
Опубликована: Июль 11, 2024
Abstract This review introduces the synthetic organic chemical value of α‐bromocarbonyl compounds with tertiary carbons. compound a carbon has been used primarily only as radical initiator in atom transfer polymerization (ATRP) reactions. However, recent development photo‐radical reactions (around 2010), research on use alkyl precursors became popular 2012). As more examples were reported, studied not radicals but also for their applications organometallic and ionic That is, act nucleophiles well electrophiles. The carbonyl group is attractive because it allows skeleton to be converted after reaction, being applied total synthesis. In our survey until 2022, can perform full range necessary synthesis, including multi‐component reactions, cross‐coupling, substitution, cyclization, rearrangement, stereospecific asymmetric α‐Bromocarbonyl have created new trend alkylation, which then had limited reaction patterns focuses how chemistry.
Язык: Английский
Процитировано
4
Organic Letters, Год журнала: 2022, Номер 24(50), С. 9243 - 9247
Опубликована: Дек. 14, 2022
A number of γ-cyanoalkyl radicals were generated by sustainable N-heterocyclic carbene catalysis in tin-, transition-meal-, and light-free conditions, followed insertion into biaryl isonitriles, thus leading to the rapid assembly a variety diversely functionalized 6-cyanoalkyl phenanthridines. preliminary mechanism study revealed that single-electron transfer radical process was possibly involved.
Язык: Английский
Процитировано
17
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(7), С. 4687 - 4693
Опубликована: Март 13, 2023
A visible-light-initiated trifluoromethylation/remote aliphatic C-H alkynylation of α-alkyl-substituted vinyl azides using acetylenic triflones as both the trifluoromethyl and alkyne donors is described. The reaction occurred under environmentally benign radical initiator-free conditions, affording γ-alkynylated ketone derivatives with a broad scope substituents. Mechanistic studies suggested that initiated via triplet-triplet energy transfer between 4CzIPN catalyst triflone, followed by fragmentation to generate an alkynyl radical.
Язык: Английский
Процитировано
10
Tetrahedron Chem, Год журнала: 2025, Номер unknown, С. 100124 - 100124
Опубликована: Фев. 1, 2025
Язык: Английский
Процитировано
0