Platform for Multiple Isotope Labeling via Carbon–Sulfur Bond Exchange DOI
Bouchaib Mouhsine,

Maylis Norlöff,

Juba Ghouilem

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(12), С. 8343 - 8351

Опубликована: Март 18, 2024

In this work, we explore a nickel-catalyzed reversible carbon–sulfur (C–S) bond activation strategy to achieve selective sulfur isotope exchange. Isotopes are at the foundation of applications in life science, such as nuclear imaging, and essential tools for determination pharmacokinetic dynamic profiles new pharmaceuticals. However, insertion an into organic molecule remains challenging, current technologies element-specific. Despite ubiquitous presence many biologically active molecules, labeling is underexplored field, exchange has been overlooked. This approach enables us move beyond standardized element-specific procedures was applied multiple isotopes, including deuterium, carbon-13, sulfur-34, radioactive carbon-14. These results provide unique platform compatible with wide range substrates, addition, technology proved its potential isotopic encryption device molecules.

Язык: Английский

Radical approaches to C–S bonds DOI
Zijun Wu, Derek A. Pratt

Nature Reviews Chemistry, Год журнала: 2023, Номер 7(8), С. 573 - 589

Опубликована: Июнь 21, 2023

Язык: Английский

Процитировано

54

Constructing a Polyoxometalate-Based Metal–Organic Framework for Photocatalytic Oxidation of Thioethers to Sulfoxides Utilizing In Situ-Generated Superoxide Radicals DOI
Xueling Liu, Si Chen,

Junjie Xu

и другие.

Inorganic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 15, 2025

Developing new photocatalysts for the selective oxidation of thioethers to high-value-added sulfoxides under low-oxygen mild conditions is a promising but challenging strategy. Here, polyoxometalate-based metal–organic framework (POMOF), CoBW12–TPT, was successfully synthesized, wherein continuous π···π stacking interactions and direct coordination bonds not only strengthen framework's stability also accelerate electron transfer. A series experiments theoretical studies, including control experiments, kinetic electrochemical spectroscopic analyses, paramagnetic resonance, revealed synergistic catalytic effect among Co(II) metal centers, BW12O405–, photosensitizer TPT. CoBW12–TPT applied in photocatalytic sulfoxides. Under irradiation, photoinduced transfer POMOF leads generation superoxide radicals from O2, which controls sulfoxide compounds desulfurization reaction shows good activity. In particular, it can be construction some drug molecules such as Modafinil Albendazole Oxide.

Язык: Английский

Процитировано

4

1,2‐Difunctionalization of Acetylene Enabled by Light DOI

Shiwei Lü,

Zipeng Wang, Xiang Gao

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(16)

Опубликована: Фев. 27, 2023

Although the direct conversion of gaseous acetylene into value-added liquid commodity chemicals is becoming increasingly attractive, majority established methodologies are focused on cross-coupling, hydro-functionalization, and polymerization. Herein, we describe a 1,2-difunctionalization method that inserts directly readily available bifunctional reagents. This provides access to diverse C2-linked 1,2-bis-heteroatom products in high regio- stereoselectivity along with opening up previously unexplored synthetic directions. In addition, demonstrate this method's potential by converting obtained functionalized molecules chiral sulfoxide-containing bidentate ligands. Using combination experimental theoretical methods, mechanism for insertion reaction was investigated.

Язык: Английский

Процитировано

31

An iron-catalyzed C–S bond-forming reaction of carboxylic acids and hydrocarbons via photo-induced ligand to metal charge transfer DOI

Ao-Men Hu,

Jia‐Lin Tu,

Mengqi Luo

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(19), С. 4764 - 4773

Опубликована: Янв. 1, 2023

A photo-induced iron-catalyzed strategy that facilitates the transformation of carboxylic acids and hydrocarbons into thioethers sulfoxides is herein reported.

Язык: Английский

Процитировано

31

Nickel-catalyzed cross-electrophile coupling of aryl thiols with aryl bromides via C–S bond activation DOI

Hao Xu,

Cai-Yu He,

Bo‐Jie Huo

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(20), С. 5171 - 5179

Опубликована: Янв. 1, 2023

We report a cross-electrophile coupling of aryl thiols with bromides via C–S bond activation instead S–H cleavage. The reaction proceeded effectively in the presence nickel catalyst, magnesium, and lithium chloride to afford various biaryls moderate good yields.

Язык: Английский

Процитировано

27

Visible-light induced direct C(sp3)–H functionalization: recent advances and future prospects DOI
Jia‐Lin Tu, Yining Zhu, Pengcheng Li

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(18), С. 5278 - 5305

Опубликована: Янв. 1, 2024

This review summarizes the latest methodological advances in photocatalytic C(sp 3 )–H functionalization, with a particular emphasis on formation of C–P, C–B, C–S bonds, etc ., and some prominent efforts asymmetric C–H functionalization.

Язык: Английский

Процитировано

17

Photocatalyst/metal-free sequential C–N/C–S bond formation: Synthesis of S-arylisothioureas via photoinduced EDA complex activation DOI

Guoju Guo,

Xufeng Li, Jie Ma

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(11), С. 110024 - 110024

Опубликована: Май 17, 2024

Язык: Английский

Процитировано

16

Carbonylative transformation of aryl halides and strong bonds via cheap metal catalysts and sustainable technologies DOI Creative Commons
Maolin Yang, Yukun Liu, Xin Qi

и другие.

Green Synthesis and Catalysis, Год журнала: 2024, Номер 5(4), С. 211 - 269

Опубликована: Май 6, 2024

The development of catalytic carbonylation reactions has increased considerably. Although many reviews/chapters/books on have been published, summaries cheap metal-catalyzed aryl halides and other chemical bonds with high dissociation energy C-Y (Y = O, N, H) are still very rare. Focusing green sustainable chemistry, this review summarizes discusses the achievements carbonylative transformations (C(sp2)-X) strong based non-expensive metal catalysts (Co, Mn, Mo, Ni, Fe, Cu), photochemical electrochemical systems developed in recent decades.

Язык: Английский

Процитировано

14

Photocatalytic Thio/Selenosulfonylation–Bicyclization of Indole-Tethered 1,6-Enynes Leading to Substituted Benzo[c]pyrrolo[1,2,3-lm]carbazoles DOI
Hang‐Dong Zuo, Xi Chen, Yue Zhang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(18), С. 3828 - 3833

Опубликована: Апрель 29, 2024

The photocatalyzed radical-triggered thio/selenosulfonylation–bicyclization of indole-tethered 1,6-enynes has been established for the first time, enabling synthesis various previously unreported thio/selenosulfonylated benzo[c]pyrrolo[1,2,3-lm]carbazoles with moderate to good yields under mild conditions. reaction pathway was proposed, consisting energy transfer, homolytic cleavage, radical addition, 5-exo-dig, coupling, and a Mallory cascade. This approach exhibits wide substrate compatibility excellent tolerability toward functional groups is characterized by its remarkable efficiency in both bond formation annulation.

Язык: Английский

Процитировано

13

Nickel-Catalyzed Deoxygenative Disulfuration of Alcohols to Access Unsymmetrical Disulfides DOI

X. CHEN,

Wen Shao, Guo‐Jun Deng

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(9), С. 6451 - 6461

Опубликована: Апрель 12, 2024

Given the abundance of alcohol feedstocks and significance disulfides, we herein report a nickel-catalyzed direct deoxygenative disulfuration alcohols with trisulfide dioxides to access wide range disulfide molecules without cumbersome decoration coupling partners. The use readily available dicyclohexylcarbodiimide form transient isoureas provides activation high bond dissociation energy C–O bond, which facilitates straightforward conversion nonderivatized forge C–SS bond. Notably, this method obviates preactivation multistep procedure catalytic turnover under exogenous ligand base-free conditions, featuring broad substrate scope functional group compatibility. It thus offers robust alternative existing methods for precise construction versatile compounds from more abundant commercially substrates. synthetic utility was further showcased by successful gram-scale experiments structurally complex pharmaceuticals.

Язык: Английский

Процитировано

12