Three-component tandem remote C-H functionalization of naphthalenes by ruthenium catalysis: Modular and concise synthesis of multifunctional naphthalenes DOI Creative Commons

Mao‐Gui Huang,

Yue-Liu-Ting Fu,

Jia‐Wei Li

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 12, 2024

A versatile multi-component strategy for synthesizing multi-functional naphthalenes via ruthenium-catalyzed tandem C5–H functionalization from readily available naphthalene, olefin and alkyl bromide compounds is disclosed.

Language: Английский

Photoredox/Nickel Dual-Catalytic Asymmetric Silylarylation of Alkenes DOI

Qiyang Yuan,

Zhengrong Deng,

Yi Wan

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: 27(2), P. 680 - 685

Published: Jan. 6, 2025

The efficient construction of chiral aryl-containing organosilicon frameworks via catalytic enantioselective three-component silylarylation alkenes remains a great challenge. Herein, photoredox/nickel dual-catalytic asymmetric protocol has been disclosed by using biimidazoline (BiIM) as the ligand, silylboranes silyl radical precursors, aryl bromides coupling partners, and morpholine promoter. Remarkably, reaction features mild green conditions, high efficiency, excellent enantioselectivity, enabling facile synthesis valuable tropic acid sila-isoflavanone structures.

Language: Английский

Citations

2
Difunctionalization of bicyclo[1.1.0]butanes enabled by merging C−C cleavage and ruthenium-catalysed remote C−H activation DOI Creative Commons
Shan Chen,

Zhimin Xu,

Binbin Yuan

et al.

Nature Synthesis, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 17, 2025

Language: Английский

Citations

1
Ruthenium(II)-Catalyzed Remote C–H Alkylation of Arenes Using Diverse N-Directing Groups through Aziridine Ring Opening DOI

Hongyan Lan,

Yingzhen Liu,

Lutz Ackermann

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 12, 2024

An efficient approach for the remote C-H alkylation of arenes, employing a variety N-directing groups is described. This method facilitates straightforward synthesis valuable phenylethylamine derivatives by exclusively cleaving benzylic C-N bond in aziridines. Furthermore, these products can easily remove protecting groups, resulting meta-substituted compounds, such as amines and ketones, which hold significance synthetic chemistry.

Language: Английский

Citations

5
Recent developments in difunctionalization of unsaturated hydrocarbons with organosilicon reagents DOI
Jiawei Mao, Ming Chen,

Yao Zhong

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 29, 2024

Organosilicon compounds have attracted considerable attention because of their special biological activities. Direct difunctionalization unsaturated hydrocarbons with organosilicon reagents for the efficient construction synthetically valuable silicon-functionalized are featured a high step and atom economy, which could form carbon-silicon/carbon-carbon bonds or carbon-silicon/carbon-hetero in one step. This review summarizes recent advances on this topic based different along typical examples mechanisms.

Language: Английский

Citations

3
Nickel‐Cobalt Bimetallic Strategy Enables Regioselective C8–H Alkylation of Polyaromatics with Inert Alkyl Chlorides DOI Open Access

Wanbin Song,

Ximeng Shi,

Wen Li

et al.

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 11, 2025

Comprehensive Summary A regioselective C8−H alkylation of polyaromatics exampled with inert alkyl chloride is reported. The reaction proceeds via the synergistic participation inexpensive transition metals nickel and cobalt. This approach enables coupling various substituted polyaromatic rings a broad range primary secondary chlorides. Further synthetic applications provide series simple conversions to useful building blocks, suggesting its potency in late‐stage functionalization complex molecules. Mechanistic investigation illustrates that goes through radical process an unusual Ni(II)→Ni(III)→Ni(I) cycle being responsible for rate‐determining C−H insertion radicals, which are generated by homolysis chloroalkane 2‐electrons oxidative addition Co(I).

Language: Английский

Citations

0
Silyl Radical‐Participated Silylfunctionalization of Alkenes and Alkynes DOI Open Access
Zheng Yang, Yixin Zhu, Yinan Zhang

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 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.

Language: Английский

Citations

2
Cu(I)‐Catalyzed Silylation and Germylation of Azauracils DOI Open Access

Frenki Mahato,

Asim Kumar Ghosh, Alakananda Hajra

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 5, 2024

The current study demonstrates a Cu(I) catalyzed direct C(sp

Language: Английский

Citations

2
Observation of Ferroelectricity in Carbapenem Intermediates Enables Reactive Oxygen Species Generation by Ultrasound DOI
Xian‐Jiang Song, Wenbo Sun,

Long-Xing Zhou

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(47), P. 32519 - 32528

Published: Nov. 15, 2024

Organic ferroelectrics show great applications in the fields of biomedicine, including disease treatment, biosensors, and tissue engineering. Organosilicon pharmaceutical intermediates generally include chiral centers have satisfying biosafety, biocompatibility, or even biodegradability, which provide versatile platforms for design ferroelectricity. However, their academic values ferroelectricity long been overlooked. Here, we demonstrated ferroelectric properties 4-acetoxy-azacyclic butanone (4-AA), a key synthetic organosilicon-based intermediate carbapenem drugs. This compound undergoes 222F2-type ferroelectric-ferroelastic phase transition at 326 K. As an organic piezoelectric material, 4-AA can produce reactive oxygen species when subjected to ultrasonic vibrations. Combined with its desirable this material may contribute antimicrobial wound healing, tumor etc. work will inspiration discovery multifunctional biomedical materials as well related application prospects.

Language: Английский

Citations

2
Visible‐Light‐Initiated Uranyl‐Catalyzed Hydrosilylation and Hydrosulfonylation of Alkenes and Alkynes DOI Open Access

Xingxing Gong,

Qianyi Zhao, Congqing Zhu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Aug. 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.

Language: Английский

Citations

1
Three-component tandem remote C-H functionalization of naphthalenes by ruthenium catalysis: Modular and concise synthesis of multifunctional naphthalenes DOI Creative Commons

Mao‐Gui Huang,

Yue-Liu-Ting Fu,

Jia‐Wei Li

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 12, 2024

A versatile multi-component strategy for synthesizing multi-functional naphthalenes via ruthenium-catalyzed tandem C5–H functionalization from readily available naphthalene, olefin and alkyl bromide compounds is disclosed.

Language: Английский

Citations

1