Recent Strategies in Nickel-Catalyzed C–H Bond Functionalization for Nitrogen-Containing Heterocycles DOI Open Access
Ke Yang, Zhi Li,

Qingyue Hu

et al.

Catalysts, Journal Year: 2022, Volume and Issue: 12(10), P. 1163 - 1163

Published: Oct. 2, 2022

N-heterocycles are ubiquitous in natural products, pharmaceuticals, organic materials, and numerous functional molecules. Among the current synthetic approaches, transition metal-catalyzed C–H functionalization has gained considerable attention recent years due to its advantages of simplicity, high atomic economy, ready availability starting materials. In field N-heterocycle synthesis via functionalization, nickel been recognized as one most important catalysts. this review, we will introduce nickel-catalyzed intramolecular intermolecular pathways for from 2008 2021.

Language: Английский

Electrophotocatalytic tri- or difluoromethylative cyclization of alkenes DOI
Danna Chen,

Xuege Yang,

Dongyin Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(10), P. 2482 - 2490

Published: Jan. 1, 2023

Photoelectrocatalysis is mild yet potent and this work unlocks the potential of unactivated alkenes for oxidant-free oxidative cyclization alkenes.

Language: Английский

Citations

35

Electrochemical difunctionalization of alkenes and alkynes for the synthesis of organochalcogens involving C–S/Se bond formation DOI
Jianchao Liu, Jie‐Ping Wan, Yunyun Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 11(2), P. 597 - 630

Published: Nov. 23, 2023

This review highlights the recent progress in electrochemical difunctionalization of alkenes and alkynes involving C–S/Se bond formation to access organochalcogen frameworks.

Language: Английский

Citations

31

Ruthenium-Catalyzed Hydroxyl-Directed peri-Selective C–H Activation and Annulation of 1-Naphthols with CF3–Imidoyl Sulfoxonium Ylides for the Synthesis of 2-(Trifluoromethyl)-2,3-dihydrobenzo[de]chromen-2-amines DOI

Zuguang Yang,

Jianhua Tang, Zhengkai Chen

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(40), P. 7288 - 7293

Published: Oct. 4, 2022

A ruthenium-catalyzed peri-selective C-H activation and annulation of 1-naphthols with CF3-substituted imidoyl sulfoxonium ylides that uses hydroxyl as a weakly coordinating directing group is disclosed. The strategy provides facile practical route to diverse trifluoromethyl-containing 2,3-dihydrobenzo[de]chromen-2-amines high efficiency. Notable advantages this protocol include readily available materials, excellent regioselectivity, good functional compatibility, scalability.

Language: Английский

Citations

35

Recent advances in the synthesis of 2,3-fused quinazolinones DOI

Wang Wang,

Pei‐Sen Zou,

Li Pang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(32), P. 6293 - 6313

Published: Jan. 1, 2022

As one of the most important structural units in pharmaceuticals and medicinal chemistry, quinazolinone its derivatives exhibit a wide range biological pharmacological activities, including anti-inflammatory, antitubercular, antiviral, anticancer etc. In particular, 2,3-fused quinazolinones have attracted much attention because rings fused to 2,3-positions improve their rigidity planarity. Their synthetic strategies made great advances recent years. Therefore, this review focuses on novel for synthesis from 2017 2022, such as difunctionalization alkenes, ring-opening easily available small rings, dehydrogenative cross-coupling reactions, transition-metal catalyzed cyclizations, cycloadditions, other cascade reactions.

Language: Английский

Citations

33

Intermolecular Redox-Neutral Carboamination of C–C Multiple Bonds Initiated by Transition-Metal-Catalyzed C–H Activation DOI
Zhongyi Zeng, Hui Gao, Zhi Zhou

et al.

ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(23), P. 14754 - 14772

Published: Nov. 18, 2022

Carboamination of readily available feedstock-like alkenes, alkynes, and allenes has proven to be an efficient powerful tool for the synthesis diverse valuable amine derivatives relevance medicinal chemistry, biochemistry, material science. Among these developed carboamination methodologies, direct use C–H activation strategy leverage process is particularly attractive due ubiquity such bonds in organic molecules. In this review, we provide overview development intermolecular across C–C π-bonds initiated by a redox-neutral nonannulative manner, with emphasis on synthetic mechanistic aspects. principle, review summarized reactions key feature involving initial metalation followed migratory insertion into terminated electrophilic amination quenching, thus, it ordered sources C- N-based functionalities further divided π-compounds.

Language: Английский

Citations

30

Versatile electrooxidative amino- and oxyselenation of alkenes DOI
R. Wang,

Nana Zhang,

Yonghong Zhang

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(10), P. 3925 - 3930

Published: Jan. 1, 2023

We herein describe a methodology for the production of organoselenium compounds by electrocatalytic difunctionalisation alkenes.

Language: Английский

Citations

20

Synthesis of Benzazepines Bearing Three Contiguous Carbon Stereocenters through Pd(II)-Catalyzed [3 + 2] Cycloaddition of N-Aryl Nitrones with Allenoates DOI

S.W. Xin,

Shan Chen, Jason Z. Qin

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 24, 2025

A cascade reaction of Pd(II)/dppben-catalyzed [3 + 2] cycloaddition N-aryl nitrones with allenoates and sequential reduction has been developed for the synthesis functionalized benzazepines bearing three contiguous carbon stereocenters in moderate to good yields ranging from 15 82% high diastereoselectivity. The obtained could be converted into various benzazepine scaffolds, an estrone-derived scaffold was prepared over four steps estrone. More importantly, chiral 88% ee value auxiliary.

Language: Английский

Citations

1

Recent advances in the application of Langlois’ reagent in olefin difunctionalization DOI
Jiabin Shen, Lin Li, Jun Xu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 21(10), P. 2046 - 2058

Published: Nov. 18, 2022

This review describes several key activation methods for Langlois' reagent in the difunctionalization of alkenes and could stimulate interest readers promoting wider development application reagent.

Language: Английский

Citations

27

Theoretical investigation on cobalt-catalyzed hydroacylation reaction: Mechanism and origin of stereoselectivity DOI
Yang Wang, Han Zhang, Yue Liu

et al.

Molecular Catalysis, Journal Year: 2022, Volume and Issue: 527, P. 112410 - 112410

Published: June 7, 2022

Language: Английский

Citations

23

Palladium-catalyzed four-component cascade carbonylative cyclization to access carbonyl-bridged bisheterocycles DOI
Yu‐Fei Song,

Guangming Wei,

Zhaolin Quan

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(5), P. 1289 - 1295

Published: Jan. 1, 2023

We developed a palladium-catalyzed four-component carbonylative cyclization of alkenyl-tethered aryl iodides, trifluoroacetimidoyl chlorides and propargyl amines for the construction carbonyl-bridged bisheterocycles.

Language: Английский

Citations

12