Chemical Science, Год журнала: 2024, Номер unknown
Опубликована: Дек. 26, 2024
This review summarizes the recent advances in synthetic applications of silylboronates as silyl radical precursors, discusses advantages and limitations each method, illustrates chances still open for further exploration.
Язык: Английский
Green Chemistry, Год журнала: 2024, Номер 26(13), С. 7849 - 7856
Опубликована: Янв. 1, 2024
N -Nitrosamines represent a class of bifunctional nitrogen-radical precursors, but their application potential remains largely unexplored.
Язык: Английский
Процитировано
7
Science China Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Июль 17, 2024
Язык: Английский
Процитировано
7
Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110425 - 110425
Опубликована: Окт. 1, 2024
Язык: Английский
Процитировано
3
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Март 24, 2025
A photoredox/nickel dual catalytic system was developed for the three-component 1,2-carboalkynylation of alkenes. This redox-neutral protocol enables efficient and divergent synthesis aliphatic alkynes in high yields with excellent regioselectivity, using readily available starting materials. The resulting adducts can be transformed into terminal alkynes, facilitating diverse downstream transformations. Mechanistic studies were performed to elucidate preferred pathway this alkene difunctionalization process.
Язык: Английский
Процитировано
0
Nature Communications, Год журнала: 2025, Номер 16(1)
Опубликована: Апрель 4, 2025
In recent years, amination of alkylboronates through ionic copper catalysis or boron-ate complex 1,2-metalation has been well established, but complementary radical processes remain less studied before. Herein, based on rational design, we develop several imine-type N-centered scavengers and apply them to the alkylboronates. The reaction proceeds under mild photoredox-catalyzed transition-metal-free conditions features excellent functional group tolerance. It also enables preparation a range medicinally valuable amine derivatives from natural products. Further application this reagent in C-H amination, deoxygenative decarboxylative three component trifluoromethylative/sulfonylative aminations are realized. mechanistic studies DFT calculations conducted provide detailed evidence for mechanism.
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2024, Номер 26(30), С. 6477 - 6481
Опубликована: Июль 23, 2024
We herein reported a novel photoredox-catalyzed three-component alkylarylation of vinyl arenes with alkylboronic pinacol esters (APEs) and cyanoarenes via radical addition/cross-coupling to construct 1,1-diarylalkanes. In this transformation, alkyl radicals were easily available by visible-light-induced oxidative N-H cleavage morpholine, which used APEs as precursor. Furthermore, protocol exhibited broad substrate scope, enabling various styrenes, APEs, cyanoarenes, well bioactive molecule derivatives.
Язык: Английский
Процитировано
2
European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 1, 2024
Abstract Alkenes and alkynes are inexpensive readily available basic chemicals. Silyl radical‐participated silylation of alkenes provides a powerful tool for the direct construction organosilicon compounds. Compared to hydrosilylation reactions, silylfunctionalization reactions more attractive advantageous in building diverse compounds, which has led their becoming research focus organic synthesis. Herein, we provide comprehensive overview recent advances silyl alkynes.
Язык: Английский
Процитировано
1
Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Дек. 24, 2024
A visible light-driven, intermolecular interrupted Barton reaction has been developed for radical-relay sulfonyloximation of alkenes with alkyl nitrites, using DABSO as a trapping reagent. This method overcomes the challenges competing normal reactions and polarity mismatches by rapidly irreversibly capturing radicals, preventing unwanted side reactions. The resulting polarity-reversed sulfonyl radicals undergo highly selective addition to alkenes, yielding α-alkylsulfonyl ketoximes tethered hydroxyl or ketone groups. Conducted under mild light conditions, this approach eliminates need harsh mercury lamps, offering scalable, chemoselective synthesizing valuable sulfonylated oxime derivatives.
Язык: Английский
Процитировано
1
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown
Опубликована: Авг. 27, 2024
Abstract This study investigates the visible‐light‐initiated uranyl(VI)‐catalyzed activation of Si−H bonds through direct hydrogen atom transfer, which facilitates formation silyl radicals from silanes. The radical can abstract a chlorine sulfonyl chloride, leading to generation radicals. These and could react with alkenes alkynes, achieving first example uranyl‐catalyzed hydrosilylation hydrosulfonylation unsaturated C−C bonds. method features mild reaction conditions broad substrate scope, exhibits exceptional functional‐group tolerance. Consequently, it is suitable for late‐stage functionalization drug derivatives.
Язык: Английский
Процитировано
0
Chemical Communications, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
Ring-opening silylation of indoles via reductive activation triggered by electron-rich silylboronic complexes has been successfully developed to produce silyl styrenes with perfect stereoselectivity.
Язык: Английский
Процитировано
0