Palladium(I)-Catalyzed Cross-Electrophile Coupling of Vinyl Triflates and Aryl Iodides DOI
Mark Lautens, Alexa Torelli

Synfacts, Journal Year: 2023, Volume and Issue: 20(01), P. 0041 - 0041

Published: Dec. 8, 2023

Language: Английский

Radicalizing CO by Mononuclear Palladium(I) DOI Creative Commons

Tim Bruckhoff,

Joachim Ballmann, Lutz H. Gade

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(19)

Published: March 18, 2024

Abstract A mononuclear, T‐shaped palladium(I) d 9 metalloradical ( 3 ), stabilized by a bulky carbazole‐based PNP‐ligand, was obtained reduction of palladium chloride or thermal Pd−C bond homolysis the corresponding neopentyl complex. Pressurizing with CO gave Pd(I) carbonyl complex, which structurally characterized X‐ray diffraction. Delocalization unpaired electron to carbon detected EPR spectroscopy and theoretically modeled DFT ab initio methods. The partially reduced radicalized slowly reacts di( tert ‐butyl) disulfide under homolytic S−S cleavage C−S formation give metallathioester.

Language: Английский

Citations

8

Pd-Catalyzed Enantioselective Three-Component Carboamination of 1,3-Cyclohexadiene DOI

Jinrong Wang,

Bing Xu, Yibo Wang

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(31), P. 21231 - 21238

Published: July 29, 2024

Asymmetric Pd-catalyzed three-component carboamination reactions of dienes to construct chiral cyclohexenylamines, which are great importance in many fields chemistry, have remained largely unexplored. Here, we demonstrate a highly enantio- and regioselective Pd/Ming-Phos-catalyzed 1,3-cyclohexadiene with readily available aryl iodides anilines for facile access diverse valuable cyclohexenylamines. The process shows excellent functional group tolerance, easy scalability, mild conditions. Moreover, mechanistic studies suggest that this reaction has first-order dependence on the concentration palladium catalyst aniline.

Language: Английский

Citations

6

Aryl halide cross-coupling via formate-mediated transfer hydrogenation DOI
Yoon Cho, Yu-Hsiang Chang, Kevin P. Quirion

et al.

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

Published: March 11, 2025

Language: Английский

Citations

0

Formate-Mediated C–C Coupling of Aryl/Vinyl Halides and Triflates: Carbonyl Arylation and Reductive Cross-Coupling DOI
Yu-Hsiang Chang, Yoon Cho, Weijia Shen

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 8274 - 8283

Published: May 2, 2025

Language: Английский

Citations

0

Alkylide derivatives of diphyllin: synthesis and preliminary anticancer evaluation DOI

Chenhu Dong,

Hui Wang, Yu-Jie Ma

et al.

Journal of Asian Natural Products Research, Journal Year: 2024, Volume and Issue: 26(7), P. 833 - 842

Published: April 7, 2024

Fourteen diphyllin 4-C-substituted alkylide derivatives were designed and synthesized using a Heck coupling subsequent hydrogenation reaction. Olefins 3g 3i exhibited the highest cytotoxicity on breast cancer cell lines MCF-7 with IC50 values of 0.08 0.07 µM, they showed weaker V-ATPase inhibitory potency compared to diphyllin.

Language: Английский

Citations

2

Cine-Substitution of Enolates: Enolate Dance/Coupling of Cycloalkenyl Pivalates by Nickel Catalysis DOI

Eito Moriya,

Kei Muto, Junichiro Yamaguchi

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(13), P. 10412 - 10417

Published: June 26, 2024

This manuscript describes the development of Ni/dcype-catalyzed enolate dance/coupling reaction alkenyl pivalates with nucleophiles, resulting in cine-substitution. Pivalates derived from 1-tetralone undergo this to produce C2-functionalized dihydronaphthalenes. The direct utilization is also feasible, employing Piv2O generate corresponding enol pivalate situ. Mechanistic investigations, including stoichiometric experiments, suggest that proceeds via C–O oxidative addition, nickel 1,2-translocation, and subsequent coupling a nucleophile.

Language: Английский

Citations

2

Formate-Mediated Reductive Cross-Coupling of Vinyl Halides and Aryl Iodides: cine-Substitution via Palladium(I) Catalysis DOI
Catherine G. Santana,

Yhin Sarah Teoh,

Madeline M. Evarts

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(33), P. 7055 - 7059

Published: Aug. 12, 2024

Formate-mediated reductive cross-couplings of vinyl halides with aryl iodides via palladium(I) catalysis occur highly uncommon

Language: Английский

Citations

2

Useful 1,2-dioxygenated dienes: syntheses and Diels–Alder reactions en route to substituted 2-naphthols and phenols DOI

Jiabing Teng,

Xifang Zhang, Ying Song

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(20), P. 5914 - 5920

Published: Jan. 1, 2024

The alkenylation reaction of vinylene carbonate with vinyl triflates using a Pd catalyst provides an access to 1,2-dioxygenated dienes, which undergo tandem DA cycloaddition/decarboxylative aromatization give 2-naphthols and phenols.

Language: Английский

Citations

2

An overview: dinuclear palladium complexes for organic synthesis DOI
Sarita Yadav,

Sangeeta Yadav,

Mookan Natarajan

et al.

Catalysis Science & Technology, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

From materials science and polymer chemistry to organic synthesis medicinal chemistry, cross-coupling has influenced many scientific fields.

Language: Английский

Citations

1

Trendbericht Organische Chemie 2024 DOI Open Access
Martin Breugst, Jennifer N. Andexer,

Lena Barra

et al.

Nachrichten aus der Chemie, Journal Year: 2024, Volume and Issue: 72(3), P. 44 - 67

Published: Feb. 29, 2024

Abstract Unter anderem das hat die Organik im letzten Jahr bewegt: milde Oxidation mit Elektrochemie, zu enantiomerenreinen Sulfonylverbindungen, Flüssigkristallphasen erkennen maschinellem Lernen, CO 2 reagiert Succinat und Carbamaten, eine Alternative Bisphenol A, Subporphyrine, photoschaltbare Spinmaterialien, photochemische Thiophen‐Ringerweiterung, Peptide werden Bor versehen cyclisiert. Die Zusammenstellung des Trendberichts koordiniert Martin Breugst, Universität Chemnitz.

Citations

0