Combining Trifunctionalization of Alkynoic Acids, Arene ortho C–H Functionalization and Amination: An Approach to Unsymmetrical 2,3-Diaryl Substituted Indoles DOI
Narges Mohammadi,

Farid Mohaghegh,

Mehran Ghasemi

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(44), P. 9492 - 9497

Published: Oct. 30, 2024

Here we report a simultaneous construction of two C-C and C-N bonds in unified procedure that incorporates alkynoic acid trifunctionalization, ortho C-H functionalization, amination cascade. In an ordered process, the regioselective alkyne insertion reaction is favored over decarboxylation process. The presence carboxyl group ensures high regioselectivity carbopalladation paving way for novel method to synthesize unsymmetrically 2,3-diaryl substituted indole scaffolds with excellent regioselectivity. protocol demonstrated be suitable gram-scale synthesis.

Language: Английский

Site-Selectivity of C(sp2)–H Oxidative Addition of Fluorinated Arenes with Pyridine(dicarbene) Cobalt(I) Complexes and Aryl Isomerization DOI
Haozheng Li, Hanna H. Cramer, Jose B. Roque

et al.

Organometallics, Journal Year: 2025, Volume and Issue: unknown

Published: March 26, 2025

The rate, site-selectivity, and product isomerization of the C(sp2)–H oxidative addition arenes with pyridine(dicarbene) cobalt methyl phenyl complexes have been investigated four representative varying electronic steric properties. rates activation to yield cobalt-aryl products subsequent aryl were influenced by properties arene; relatively electron-poor arene 3-fluorobenzotrifluoride underwent more than 70 times faster electron-rich substrate, 3-fluoro-N,N,α-trimethylbenzeneacetamide. In all cases, meta-to-fluorine was major at low conversion, which subsequently isomerized ortho isomer over time. Deuterium-labeling experiments measurement methane isotopologues establish that early conversion arises from kinetically preferred, meta-selective addition. Density functional theory calculations support pathways involving cobalt(I)–(III) redox cycles cobalt(I) occurring a high barrier followed reductive elimination. Despite strong σ-donating pincer ligand, π-accepting character carbene donors lowers for elimination, hence, cobalt(III) intermediates not observed.

Language: Английский

Citations

1

Ni-catalyzed cross-electrophile alkyl-alkyl coupling reactions DOI Creative Commons

Li-Xu You,

Tian Lan,

Chunling Guo

et al.

Science China Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 3, 2025

Language: Английский

Citations

0

Unique Coordination Structure of Mo Species on MSilicalite-1 Robustly Boosting the Reaction Activity of Oxidative Dehydrogenative Coupling of Alcohols with Aromatic Diamines DOI
Liqin Wu, Wenqian Fu, Jiteng Liu

et al.

Industrial & Engineering Chemistry Research, Journal Year: 2025, Volume and Issue: unknown

Published: March 26, 2025

Language: Английский

Citations

0

Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction DOI Creative Commons
Xiaotang Chen,

Bao‐Chen Qian

Molecules, Journal Year: 2025, Volume and Issue: 30(8), P. 1711 - 1711

Published: April 11, 2025

Traditionally employed as hydrogenation reagents, benzothiazolines have emerged versatile carbanion and radical transfer playing a vital role in the construction of various carbon–carbon bonds. The cutting-edge progress photochemistry chemistry prompted study visible light-driven reactions, bringing into vibrant focus. Their chemical processes been uncovered to encompass variety activation mechanisms, with five distinct modes having identified. This work reviews innovative applications donors alkyl or acyl groups, achieving hydroalkylation hydroacylation substitution. By examining their diverse this review highlights potential serving groups for further research development. Moreover, will offer exemplary inspiration synthetic chemists, contributing ongoing evolution utility organic synthesis.

Language: Английский

Citations

0

Synthesis of Polyfluorinated Biaryls via Palladium-Catalyzed Decarboxylative Cross-Coupling of Zinc Polyfluorobenzoates with Aryl Fluorosulfates DOI

Bo-Wen Yang,

Jun Xu, Jie Pan

et al.

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

Published: April 11, 2025

A palladium-catalyzed decarboxylative cross-coupling of zinc polyfluorobenzoates with aryl fluorosulfates, which proceeded efficiently via C-O bond cleavage to afford the corresponding polyfluorinated biaryls in moderate-to-good yields, was developed. The reactions exhibited both good substrate scope and broad functional group compatibility, it could be scaled-up easily. synthetic simplicity practicability reaction further demonstrated by one-pot manipulation directly mixing polyfluorobenzoic acid Zn(OH)2 coexistence fluorosulfate a palladium catalyst one flask. Further studies showed that is more robust than other halides pseudohalides as arylating reagent, polyfluorobenzoate effective polyfluoroarylating agent their magnesium potassium counterparts.

Language: Английский

Citations

0

Visible Light-Promoted Defluorinative Alkylation of Trifluoromethyl Ketones with α-Aminoalkyl Boron Species DOI
Yue Zhang, Kun Li, Zhihong Wang

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 14, 2025

In this study, we developed a photoredox-catalyzed defluorinative cross-coupling method for trifluoroketones and alkyl boronic acids. The reaction afforded series of novel α,α-difluoroketone derivatives, in vitro fungicidal activity revealed that some these compounds exhibited moderate to excellent against Rhizoctonia solani Botrytis cinerea. particular, compound 3d showed an EC50 value 4.27 μg/mL B. cinerea can be used as lead further optimization.

Language: Английский

Citations

0

In Situ Coordination-Catalyzed o-Vanillin Underwent a One-Pot Tandem Reaction to Construct Complex Chiral Tetrameric Isomer-Based Hexanuclear Clusters DOI
Ran Li,

Ju-Fen Ai,

Jiayi Tao

et al.

Inorganic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 23, 2025

In this work, Dy(NO3)3·6H2O and o-vanillin reacted under "one-pot" conditions, achieving for the first time four efficient condensations of obtaining a pair chiral hexanuclear clusters R/S-Dy6. The Dy(III) ions in structure R/S-Dy6 are arranged planar quadrilateral with ion derived from each upper lower ends, forming shape similar to "chair". complex ligands H4LR1 H4LS1 were obtained simple through multistep tandem reaction. Their formation process involved series reaction steps, including free radical coupling form pinacol an situ o-vanillin. Magnetic studies show that have magnetic anisotropy and/or low excited states. addition, has outstanding ability produce reactive oxygen species low-power light irradiation shows excellent photodynamic sterilization. inhibition zones against Escherichia coli about 2.09 2.99 cm, Staphylococcus aureus 2.51 2.93 respectively. This work not only provides vivid example synthesis organic products but also promotes progress lanthanide clusters' crystal engineering.

Language: Английский

Citations

0

Speciation and Reactivity of Mono- and Binuclear Ni Intermediates in Aminoquinoline-Directed C–H Arylation and Benzylation DOI
Emily L. Nolan, Isaac M. Blythe, Fengrui Qu

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(26), P. 18128 - 18135

Published: June 20, 2024

This paper describes detailed organometallic studies of the aminoquinoline-directed Ni-catalyzed C-H functionalization 2,3,4,5-tetrafluoro-

Language: Английский

Citations

3

Fluorinated Membranes for Liquid Separation: A Review DOI
Chao Sang,

Songyuan Yao,

Zhihao Si

et al.

Industrial & Engineering Chemistry Research, Journal Year: 2024, Volume and Issue: 63(34), P. 14983 - 15001

Published: Aug. 13, 2024

Compared with other traditional separation technologies, membrane technologies have become a forefront solution to looming energy and environmental issues owing their significant advantages, e.g., low consumption, friendliness, easy operation, high efficiency. Among them, fluorinated was special material fluorine functional groups, which is endowed properties plays key role in specific liquid separation. Due the electronegativity of atom itself, groups formed by it atoms often stability physical chemical properties. This gives excellent antifouling properties, demonstrating capabilities for enhancement usage lifetime However, there lack comprehensive review summarize new phase progress domain membranes. offers overview intricate relationships among design strategies, functionalization, preparation methods Furthermore, generalizes present applications membranes including pervaporation, nanofiltration, reverse osmosis, distillation, oil–water separation, while proposing future research directions challenges. By rational analysis methodologies, structure application potential, this will provide reference value development materials fluoric structure.

Language: Английский

Citations

3

Synthesis, structure and non-covalent interactions of trans-[2-(HCF2(CF2)3CH2OCH2)2-py-PdCl2] complex: rare C−F⋯F−C halogen bonds and blue-shifting C−H⋯X hydrogen bonds DOI

Gurumallappa Gurumallappa,

Chiao-Fan Chiu,

Chi-Liang Ho

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1322, P. 140303 - 140303

Published: Oct. 6, 2024

Language: Английский

Citations

3