Phosphinothio(seleno)ation of alkynes/olefins and application on the late-stage functionalization of natural products DOI Creative Commons
Changwei Shao, Ping Wan,

Quan Xu

и другие.

Communications Chemistry, Год журнала: 2024, Номер 7(1)

Опубликована: Дек. 5, 2024

Non-metallic catalysis has been known as a remarkable development strategy for hydrofunctionalization of unsaturated hydrocarbons. Herein, we report unique chemically active method BF3·OEt2 promoted multi-component, highly regioselective, and chemoselective hydrothio(seleo)phosphonylation hydrocarbons, which exhibits high yield good substrate universality. The reaction mechanism was further elucidated to be Markovnikov addition by controlling experiments, 31P 19F NMR spectra tracking X-ray diffraction analysis, DFT calculations. Furthermore, the gram-scale attempt application on derivatization natural products have successfully conducted, leading discovery 3as with potential anti-Parkinson's disease (PD) activities at 1 μM. This streamlined efficient methodology established new platform non-metallic Lewis acids-promoted hydrocarbons its drug research. Transition metal catalysts are typically used however, such reactions time-consuming may challenging. authors BF3·OEt2-promoted yields universality

Язык: Английский

Emerging Trends in Copper-Promoted Radical-Involved C–O Bond Formations DOI

Peng‐Zi Wang,

Jia‐Rong Chen, Wen‐Jing Xiao

и другие.

Journal of the American Chemical Society, Год журнала: 2023, Номер 145(32), С. 17527 - 17550

Опубликована: Авг. 2, 2023

The C–O bond is ubiquitous in biologically active molecules, pharmaceutical agents, and functional materials, thereby making it an important group. Consequently, the development of bond-forming reactions using catalytic strategies has become increasingly research topic organic synthesis because more conventional methods involving strong base acid have many limitations. In contrast to ionic-pathway-based methods, copper-promoted radical-mediated formation experiencing a surge interest owing renaissance free-radical chemistry photoredox catalysis. This Perspective highlights appraises state-of-the-art techniques this burgeoning field. contents are organized according different reaction types working models.

Язык: Английский

Процитировано

43

Photoinduced difunctionalization with bifunctional reagents containing N-heteroaryl moieties DOI
Wooseok Lee, Inyoung Park, Sungwoo Hong

и другие.

Science China Chemistry, Год журнала: 2023, Номер 66(6), С. 1688 - 1700

Опубликована: Май 10, 2023

Язык: Английский

Процитировано

30

Unleashing the potentiality of metals: synergistic catalysis with light and electricity DOI
Zhengjia Shen, Jia‐Lin Tu, Binbin Huang

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(14), С. 4024 - 4040

Опубликована: Янв. 1, 2024

This review provides a comprehensive overview of metal catalysis in photo-electrochemical systems, discussing reaction mechanisms and offering prospects for this triadic catalytic mode.

Язык: Английский

Процитировано

13

Titania nanotubes with aminated reduced graphene oxide as efficient photocatalysts for antibacterial application under visible light DOI Creative Commons

Kyoung-Suk Moon,

Ji‐Myung Bae, Eun Joo Choi

и другие.

Scientific Reports, Год журнала: 2025, Номер 15(1)

Опубликована: Фев. 19, 2025

Titania and reduced graphene oxide (rGO) are well-known materials with excellent photocatalytic properties, but research on the photocatalytic-based antibacterial effects of their combination remains limited. This study explored suitability titania nanotubes (TiO2 NTs) combined rGO two terminal functional groups (nonfunctional aminated (NH2)) as efficient photocatalysts for antimicrobial applications under visible light irradiation. Field-emission scanning electron microscopy observations revealed that covered entire surface TiO2 NTs. Tauc plots calculated from spectra diffuse reflectance spectroscopy showed band gaps nonfunctional amine rGO-coated NTs were 2.40 2.21 eV, respectively. Therefore, all exhibited activity 470 nm An colony forming unit test using S. aureus P. aeruginosa, enzymatic tests (superoxide dismutase catalase) same bacteria, visible-light irradiation compared to uncoated groups. In addition, MTT assay enhanced cell viability after visible-light-triggered has significant potential expressing properties in dental applications.

Язык: Английский

Процитировано

2

Organocatalytic radical relay trifunctionalization of unactivated alkenes by a combination of cyano migration and alkylacylation DOI
Jingyi Wang, Yuchan Wang, Jibin Li

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(36), С. 5395 - 5398

Опубликована: Янв. 1, 2023

The first N-heterocyclic carbene organocatalytic three-component radical relay trifunctionalization of unactivated alkenes through the combination remote 1,4-cyano migration and alkylacylation was reported. This protocol features mild reaction conditions, readily available materials, excellent regioselectivity, capability late-stage functionalization.

Язык: Английский

Процитировано

21

Photoexcited NiII–Aryl Complex-Mediated Giese Reaction of Aryl Bromides DOI

Xian‐Chen He,

Ke-Rong Li,

Jie Gao

и другие.

Organic Letters, Год журнала: 2023, Номер 25(22), С. 4056 - 4060

Опубликована: Май 31, 2023

A Giese reaction of aryl bromides with electron-deficient alkenes was developed, enabled by a dual catalyst system containing NiII complex and IrIII photocatalyst. This protocol could accommodate variety alkenes, delivering the conjugate adducts in up to 97% yield. The utilization photoexcited (dtbbpy)NiII(aryl)Br intermediate as an radical source allows this novel transformation halides, thus expanding chemical space excited nickel catalysis.

Язык: Английский

Процитировано

18

Advancements in visible-light-induced reactions via alkenyl radical intermediates DOI
Helena F. Piedra, Manuel Plaza

Photochemical & Photobiological Sciences, Год журнала: 2024, Номер 23(6), С. 1217 - 1228

Опубликована: Май 3, 2024

Язык: Английский

Процитировано

4

One-pot gram-scale synthesis of robust copper nanoclusters for photocatalytic difluoroalkylarylation of alkenes DOI Creative Commons
Xiaoli Meng,

Ayisha He,

Xiaodan Yan

и другие.

Polyoxometalates, Год журнала: 2024, Номер 4(3), С. 9140080 - 9140080

Опубликована: Окт. 8, 2024

Atomically precise copper nanoclusters have emerged as a promising class of catalysts for driving chemical reactions. However, the exploration nanocluster has been slow, likely due to their complex synthetic process, limited stability, and low activity under mild conditions. In this study, we present highly stable [Cu8(S2CN(CH3)2)6(PPh3)4]2+ (where S2CN(CH3)2 is dimethyldithiocarbamate PPh3 triphenylphosphine) that exhibits facile protocol high photocatalytic performance. The cluster can be easily obtained by reducing Cu(S2CN(CH3)2)2 with (PPh3)2CuBH4 in presence 3,5-bis(trifluoromethyl)pyrazole one-pot reaction, even yielding gram-scale product through one-step process. A comprehensive experimental theoretical characterization provides deep understanding its atomic electronic structure, which also explains stability irradiation treatment. Importantly, enables photo-catalytic difluoroalkylarylation alkenes at room temperature, resulting wide range difluoromethyl compounds This study not only presents an efficient strategy accessing atomically robust structures, but highlights potential rapidly constructing molecular complexity material economy.

Язык: Английский

Процитировано

3

Recent Progress in C–S Bond Formation via Electron Donor-Acceptor Photoactivation DOI
Sichang Wang, Liting Wang, Jin Cui

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

This review summarizes recent progress in EDA complex-promoted C–S bond formation using various sulfur-containing substrates under mild conditions via visible light irradiation.

Язык: Английский

Процитировано

0

Photocatalytic Aerobic Cyclization of N‐Propargylamides Enabled by Selenium‐π‐Acid Catalysis DOI

Yong‐Hao Wang,

You‐Qin Jiang,

Yun‐Qian Zhang

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(35)

Опубликована: Март 15, 2023

A dual catalytic approach combining photocatalyst and selenium-π-acid synergy has been used to cyclized of N-propargylamides. This method offers readily access oxazole aldehydes under chemical oxidant-free conditions with low catalyst loadings, where air acts as a terminal gratuitous oxidant. The reaction is demonstrated range substrates, including aryl alkyl propargyl amides, in the late-stage functionalization several amide-containing drug molecules. Mechanistic studies suggest that acridinium able oxidize diselenide generate singlet oxygen (1 O2 ), which responsible for this transformation.

Язык: Английский

Процитировано

8