Visible-Light-Mediated Ruthenium-Catalyzed para-Selective Alkylation of Unprotected Anilines DOI
Xinyan Lv,

Yaohang Cheng,

Yingxiao Zong

и другие.

ACS Catalysis, Год журнала: 2023, Номер 13(11), С. 7310 - 7321

Опубликована: Май 15, 2023

Anilines are important moieties in organic chemistry, pharmaceuticals, and materials science. Although para-selective functionalization of anilides tertiary anilines is well established, unprotected have posed a challenge. Herein, we report visible-light-mediated Ru(II)-catalyzed para-alkylation anilines. The distinct Ru(II)–aniline complex enabled the reaction to proceed with extremely high efficiency (2 h) under mild conditions. good functional group tolerance allowed late-stage even aggregation-induced emission luminogen labeling natural products drugs. A mechanistic investigation suggests that crucial for both triggering controlling para-selectivity.

Язык: Английский

Ni-catalyzed C–S bond construction and cleavage DOI
Su Huang, Ming Wang, Xuefeng Jiang

и другие.

Chemical Society Reviews, Год журнала: 2022, Номер 51(19), С. 8351 - 8377

Опубликована: Янв. 1, 2022

This review focuses on nickel-catalyzed construction and transformation of various sulfide-containing compounds, such as sulfides, disulfides, hypervalent sulfur-containing compounds.

Язык: Английский

Процитировано

139

Beyond classical sulfone chemistry: metal- and photocatalytic approaches for C–S bond functionalization of sulfones DOI Creative Commons
Javier Corpas, Shin‐Ho Kim‐Lee, Pablo Mauleón

и другие.

Chemical Society Reviews, Год журнала: 2022, Номер 51(15), С. 6774 - 6823

Опубликована: Янв. 1, 2022

Sulfones are excellent candidates for the design of new C–C and C–X bond-forming reactions owing to easy activation C–S bonds. This review focuses on challenges recent opportunities catalytic functionalization sulfones.

Язык: Английский

Процитировано

80

Designing Photothermal Superhydrophobic PET Fabrics via In Situ Polymerization and 1,4-Conjugation Addition Reaction DOI

Zheng Xiong,

Haiyang Yu, Xiao Gong

и другие.

Langmuir, Год журнала: 2022, Номер 38(28), С. 8708 - 8718

Опубликована: Июль 1, 2022

This study demonstrates a simple and fast method to integrate superhydrophobicity, UV protection, photothermal effect onto PET fabrics. The surface of fabric forms hierarchical rough structure through in situ oxidative polymerization the pyrrole (Py). 1,4-conjugate addition reaction between pentaerythritol tetraacrylate, 3-aminopropyltriethoxysilane, octadecyl acrylate not only endows with superhydrophobicity but also cross-linked network which improves stability multifunctional coatings on fabric. In addition, wettability prepared is investigated by adjusting Py monomer concentration. results reveal that fabrics exhibit obviously superhydrophobic behavior contact angle 155.8°. temperature PPy/PET can rise 91 °C under simulated sunlight much higher than pristine fabric, while reaching basically same steady-state five heating/cooling cycles. possesses excellent self-cleaning, shielding, solar light absorption performances. Furthermore, exhibited against 180 high temperature, strong radiation, different pH solutions organic solvent erosion, 8 h washing tests, 25 sandpaper abrasion These findings provide path for future development using fluorine-free environmentally friendly materials.

Язык: Английский

Процитировано

77

Diversification of Glycosyl Compounds via Glycosyl Radicals DOI Creative Commons
Yi Jiang, Yijun Zhang,

Boon Chong Lee

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(38)

Опубликована: Июнь 7, 2023

Glycosyl radical functionalization is one of the central topics in synthetic carbohydrate chemistry. Recent advances metal-catalyzed cross-coupling chemistry and metallaphotoredox catalysis provided powerful platforms for glycosyl diversification. In particular, discovery new precursors conjunction with these advanced reaction technologies have significantly expanded space compound synthesis. this Review, we highlight most recent progress area starting from 2021, reports included will be categorized based on different types better clarity.

Язык: Английский

Процитировано

64

StereoselectiveC‐Aryl Glycosylation by Catalytic Cross‐Coupling of Heteroaryl Glycosyl Sulfones DOI

Quanquan Wang,

Boon Chong Lee,

NingXi Song

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(18)

Опубликована: Март 7, 2023

Stereoselective C-glycosylation reactions are increasingly gaining attention in carbohydrate chemistry because they enable glycosyl precursors, readily accessible as anomeric mixtures, to converge a single diastereomeric product. However, controlling the stereochemical outcome through transition-metal catalysis remains challenging, and methods that leverage bench-stable heteroaryl sulfone donors facilitate glycosylation rare. Herein, we show two complementary nonprecious metal catalytic systems, based on iron or nickel, which capable of promoting efficient C-C coupling between sulfones aromatic nucleophiles electrophiles distinct mechanisms modes activation. Diverse C-aryl glycosides were secured with excellent selectivity, scope, functional-group compatibility, reliable access both α β isomers was possible for key sugar residues.

Язык: Английский

Процитировано

42

Transition-metal-free C–S bond cleavage and transformation of organosulfur compounds DOI
Ke Yang, Qin Li, Zhengyi Li

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(36), С. 5343 - 5364

Опубликована: Янв. 1, 2023

The activation and transformation of organic chemical bonds is a fundamental scientific problem. In the past several decades, C-S bond cleavage for construction C-C C-heteroatom has received tremendous attention in chemistry. Although significant progress been made field transition metal strategies, variety novel transition-metal-free strategies have also developed using halogenated reagents, oxidants, acids, bases. Moreover, photochemical electrochemical methods to achieve organosulfur compounds. To date, however, no comprehensive review reported. Therefore, we herein provide major advances compounds, including thioethers, sulfoxides, sulfones, thioacetals, sulfonium salts, sulfur ylides.

Язык: Английский

Процитировано

42

Recent advances in FeCl3-photocatalyzed organic reactions via hydrogen-atom transfer DOI
Xiaoya Yuan, Congcong Wang, Bing Yu

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(9), С. 109517 - 109517

Опубликована: Янв. 21, 2024

Язык: Английский

Процитировано

33

N-glycoside synthesis through combined copper- and photoredox-catalysed N-glycosylation of N-nucleophiles DOI
Qikai Sun,

Quanquan Wang,

Wenzhuo Qin

и другие.

Nature Synthesis, Год журнала: 2024, Номер 3(5), С. 623 - 632

Опубликована: Март 1, 2024

Язык: Английский

Процитировано

25

Photoinduced, Palladium-Catalyzed Enantioselective 1,2-Alkylsulfonylation of 1,3-Dienes DOI
Zhilin Liu,

Zhipeng Ye,

Zihao Liao

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(5), С. 3725 - 3732

Опубликована: Фев. 21, 2024

The chiral allylic sulfonylated group is a unique structural motif embedded in range of natural products and pharmaceuticals. Notably, the synthesis structurally diverse derivatives via alkylsulfonylation 1,3-dienes remains underexplored because its inherent challenges stereocontrol regioselectivity. Herein, photoinduced, palladium-catalyzed enantioselective 1,2-alkylsulfonylation conjugated described. A wide variety alkyl bromides, 1,3-dienes, sodium sulfinates could be facilely coupled to generate value-added with high enantioselectivity. Finally, utility this difunctionalization protocol was demonstrated pharmaceutical analogue synthesis.

Язык: Английский

Процитировано

18

C3-Selective Trifluoromethylthiolation and Difluoromethylthiolation of Pyridines and Pyridine Drugs via Dihydropyridine Intermediates DOI

Xin-Yue Zhou,

Ming Zhang, Zhong Liu

и другие.

Journal of the American Chemical Society, Год журнала: 2022, Номер 144(32), С. 14463 - 14470

Опубликована: Авг. 1, 2022

Herein, we report a method for C3-selective C–H tri- and difluoromethylthiolation of pyridines. The relies on borane-catalyzed pyridine hydroboration generation nucleophilic dihydropyridines; these intermediates react with trifluoromethylthio difluoromethylthio electrophiles to form functionalized dihydropyridines, which then undergo oxidative aromatization. can be used late-stage functionalization drugs the new drug candidates.

Язык: Английский

Процитировано

67