Palladium-Catalyzed Cross-Electrophile Couplings of Aryl Thianthrenium Salts with Aryl Bromides via C–S Bond Activation DOI

Qian-Qian Fu,

Liang Yuan, Xiaoxiao Sun

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 30, 2024

We report here a step-economic and cost-effective cross-electrophile coupling of aryl thianthrenium salts with widely available bromides, which proceeded effectively via C-S bond activation at ambient temperature in THF the presence palladium catalyst, magnesium turnings, lithium chloride to enable facile assembly wide array structurally diverse biaryls modest good yields functional group compatibility. In addition, gram-scale reaction could also be realized.

Language: Английский

Transition metal nanoparticles as nanocatalysts for Suzuki, Heck and Sonogashira cross-coupling reactions DOI Creative Commons
Muhammad Ashraf,

Muhammad Sohail Ahmad,

Yusuke Inomata

et al.

Coordination Chemistry Reviews, Journal Year: 2022, Volume and Issue: 476, P. 214928 - 214928

Published: Nov. 11, 2022

Language: Английский

Citations

88

Divergent C(sp2)–H arylation of heterocycles via organic photoredox catalysis DOI
Jie Ren, Chao Pi, Xiuling Cui

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(7), P. 3017 - 3022

Published: Jan. 1, 2022

Introducing aryl moieties into heterocyclic scaffolds is a key step in the syntheses of natural products, drugs, and functional materials.

Language: Английский

Citations

49

Multiple-fold C–F bond functionalization for the synthesis of (hetero)cyclic compounds: fluorine as a detachable chemical handle DOI
Danhua Ge, Xue‐Qiang Chu

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(7), P. 2013 - 2055

Published: Jan. 1, 2022

We highlighted the recent advances in field of multiple-fold C–F bond functionalization for synthesis (hetero)cyclic compounds.

Language: Английский

Citations

48

Nickel-Catalyzed Direct Cross-Coupling of Aryl Thioether with Aryl Bromide DOI
Nana Ma,

Xuan-Bo Hu,

Yuan-Shuai Wu

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(10), P. 1771 - 1775

Published: March 2, 2023

A straightforward cross-coupling of aryl thioether with bromide the aid nickel salt, magnesium, and lithium chloride in tetrahydrofuran at ambient temperature was accomplished. The one-pot reactions proceeded efficiently via C-S bond cleavage to produce desired biaryls modest good yields, avoiding use pregenerated or commercial organometallic reagents.

Language: Английский

Citations

39

Synthesis of Fluorinated Compounds by Nickel-Catalyzed Defluorinative Cross-Coupling Reactions DOI

Kuai Wang,

Wangqing Kong

ACS Catalysis, Journal Year: 2023, Volume and Issue: 13(18), P. 12238 - 12268

Published: Sept. 1, 2023

Organofluorine compounds have attracted extensive attention in various industrial fields due to their unique chemical and physical properties. Despite increasing demand a wide range of scientific fields, the synthesis organofluorine still faces several problems, such as difficulties handling fluorinating reagents control chemoselectivity. Compared with formation C–F bonds, activation functionalization carbon–fluorine bonds is very important but challenging topic synthetic chemistry. Due properties nickel, Ni-catalyzed defluorinative cross-couplings been greatly developed past few decades powerful strategies for construction fluorinated organic compounds. This Review summarizes advances cross-coupling aryl fluorides, gem-difluorovinyl trifluoromethyl

Language: Английский

Citations

33

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

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(20), P. 5171 - 5179

Published: Jan. 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.

Language: Английский

Citations

29

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

et al.

Green Synthesis and Catalysis, Journal Year: 2024, Volume and Issue: 5(4), P. 211 - 269

Published: May 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.

Language: Английский

Citations

15

Optimal exploitation of supported heterogenized Pd nanoparticles for C-C cross-coupling reactions DOI
Abhay Srivastava,

Harsimar Kaur,

Harsh Pahuja

et al.

Coordination Chemistry Reviews, Journal Year: 2024, Volume and Issue: 507, P. 215763 - 215763

Published: March 11, 2024

Language: Английский

Citations

14

Nickel-catalyzed cross-electrophile coupling of unactivated (hetero)aryl sulfone with aryl bromide DOI
Wenxin Li,

Bo‐Jie Huo,

Jie-Ying Huang

et al.

Journal of Catalysis, Journal Year: 2024, Volume and Issue: 430, P. 115359 - 115359

Published: Feb. 1, 2024

Language: Английский

Citations

13

Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions DOI Creative Commons

Xuan-Bo Hu,

Qian-Qian Fu,

Xueying Huang

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(4), P. 831 - 831

Published: Feb. 13, 2024

Hydroxylation of aryl sulfonium salts could be realized by utilizing acetohydroxamic acid and oxime as hydroxylative agents in the presence cesium carbonate a base, leading to variety structurally diverse hydroxylated arenes 47–95% yields. In addition, reaction exhibited broad functionality tolerance, range important functional groups (e.g., cyano, nitro, sulfonyl, formyl, keto, ester) well amenable mild conditions.

Language: Английский

Citations

12