Recent Advances and Perspectives in Synthetic Applications of Silylboronates as Silyl Radical Precursors DOI Creative Commons
Zhihua Cai,

Qing-Qing Bu,

Xi-Yu Wang

и другие.

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

Photo-mediated radical relay oximinosulfonamidation of alkenes with N-nitrosamines triggered by DABSO DOI

Ji‐Wei Sang,

Hong Chen, Yu Zhang

и другие.

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

Emerging progress: photochemical transformation of nitroso compounds DOI

Ze‐Le Chen,

Qiangqiang Li, Armido Studer

и другие.

Science China Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Июль 17, 2024

Язык: Английский

Процитировано

7

Visible-light-induced photocatalyst- and metal-free radical phosphinoyloximation of alkenes with tert-butyl nitrite as bifunctional reagent DOI
Huihui Yang, Miaomiao Li, Aijun Zhang

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110425 - 110425

Опубликована: Окт. 1, 2024

Язык: Английский

Процитировано

3

Three-Component 1,2-Carboalkynylation of Alkenes Via Cooperative Nickel/Photoredox Catalysis DOI
L. L. Niu,

Shengzhou Jin,

Meiqi Zhu

и другие.

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

Development of N-centered radical scavengers that enables photoredox-catalyzed transition-metal-free radical amination of alkyl pinacol boronates DOI Creative Commons
Changlei Zhu, Jiaxin Lin, Xiaoguang Bao

и другие.

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

Photoredox-Catalyzed Amino-Radical-Transfer-Mediated Three-Component Alkylarylation of Alkenes DOI

Di-Di Tang,

Yu‐Zhao Wang, Chenjiang Liu

и другие.

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

Silyl Radical‐Participated Silylfunctionalization of Alkenes and Alkynes DOI Open Access
Zheng Yang, Yixin Zhu, Yinan Zhang

и другие.

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

Visible Light-Driven Interrupted Barton Reaction: Intermolecular Radical-Relay Sulfonyloximation of Alkenes with DABSO and Alkyl Nitrites DOI
Wei Li, Li Zhao,

Chenchen Diao

и другие.

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

Visible‐Light‐Initiated Uranyl‐Catalyzed Hydrosilylation and Hydrosulfonylation of Alkenes and Alkynes DOI Open Access

Xingxing Gong,

Qianyi Zhao, Congqing Zhu

и другие.

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

Ring-opening silylation of N-arylindoles via endocyclic C−N bond cleavage triggered by silylboranes DOI
Ye Tian,

Hanying Sun,

Benqiang Cui

и другие.

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