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

Lena Barra

и другие.

Nachrichten aus der Chemie, Год журнала: 2024, Номер 72(3), С. 44 - 67

Опубликована: Фев. 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.

Cyclization Through Dual C(sp3)−H Functionalization DOI
Masoud Sadeghi

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(17), С. 3542 - 3563

Опубликована: Июль 11, 2024

Abstract C( sp 3 )−H functionalization methods have been widely employed in many organic transformations such as cyclization reactions, heterocycle synthesis, cross‐coupling protocols, and photochemical transformations. Among these transformations, reaction through offers a direct route to convert simple linear substrates complex products. There are three common modes of utilizing bonds reactions including single, double, dual functionalization. As the most challenging mode, refers converting two separate one molecule into desired C−Z which can be reactions. Cyclization via classified based on C−H reactivities. Therefore, categorized classes types activated‐activated, activated‐unactivated, unactivated‐unactivated bonds. Most published reports for involve activated‐activated However, number reported papers other has growing. This review focuses protocols used categorizes

Язык: Английский

Процитировано

2

The Role of Ligands and Silver(I) Additives in the Ligand-Promoted Divergent α,β-Dehydrogenation of Aliphatic Acids DOI
Zhewei Li,

Yanhui Tang,

Ming Lei

и другие.

ACS Catalysis, Год журнала: 2024, Номер unknown, С. 14263 - 14273

Опубликована: Сен. 12, 2024

Язык: Английский

Процитировано

2

Pd(II)‐Catalyzed Asymmetric [2+2] Annulation for the Construction of Chiral Benzocyclobutenes DOI Open Access

Pranab K. Pramanick,

Shen Zhao,

Hao-Tian Ji

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 1, 2024

Asymmetric de novo synthesis of benzocyclobutenes (BCBs) via catalytic intermolecular reaction is highly desired for efficient access to this important class compounds, yet such a strategy remains unmet challenge. Here, we report Pd/Pyrox-catalyzed asymmetric [2+2] annulation between arylboronic acids and functionalized alkenes, providing an unprecedented protocol various enantio-enriched BCBs in modular versatile manner under mild conditions. A broad substrate scope with excellent enantioselectivity has been achieved the current protocol. The isolation characterization key chiral palladacycle intermediate, together DFT calculations, provides strong evidence pathway including enantiodetermining arylpalladation step.

Язык: Английский

Процитировано

2

Catalytic σ‐Bond Annulation with Ambiphilic Organohalides Enabled by β‐X Elimination** DOI Creative Commons

Hui‐Qi Ni,

Jing‐Cheng Dai,

Shouliang Yang

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(34)

Опубликована: Июнь 12, 2023

We describe a catalytic cascade sequence involving directed C(sp3 )-H activation followed by β-heteroatom elimination to generate PdII (π-alkene) intermediate that then undergoes redox-neutral annulation with an ambiphilic aryl halide access 5- and 6-membered (hetero)cycles. Various alkyl )-oxygen, nitrogen, sulfur bonds can be selectively activated, the proceeds high diastereoselectivity. The method enables modification of amino acids good retention enantiomeric excess, as well σ-bond ring-opening/ring-closing transfiguration low-strain heterocycles. Despite its mechanistic complexity, employs simple conditions is operationally straightforward perform.

Язык: Английский

Процитировано

5

Palladium (II)-catalyzed cascade reactions initiated with directed activation of unactivated sp3 C–H bonds DOI Creative Commons

Robbie Ge,

Faith Herington,

Alana Mangawang

и другие.

Tetrahedron Chem, Год журнала: 2023, Номер 7, С. 100046 - 100046

Опубликована: Авг. 1, 2023

Язык: Английский

Процитировано

5

Rhodium-catalyzed divergent dehydroxylation/alkenylation of hydroxyisoindolinones with vinylene carbonate DOI
Jiang Nan, Liang Lu

Chemical Communications, Год журнала: 2023, Номер 59(98), С. 14559 - 14562

Опубликована: Янв. 1, 2023

A novel organic transformation involving rhodium-catalyzed divergent dehydroxylation/alkenylation of hydroxyisoindolinone with vinylene carbonate is reported, and the promising reagent presents a distinct chemical reactivity as vinyl-oxygen cyclic synthon.

Язык: Английский

Процитировано

4

Experimental and computational studies on the palladium-catalyzed intramolecular dearomatization, electrophilic addition, intermolecular coupling sequence DOI
Qinghui Liu, Yue Ma, Hong‐Yu Zhang

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(5), С. 1357 - 1365

Опубликована: Дек. 28, 2023

An unprecedented Pd-catalyzed highly stereoselective synthetic strategy for the construction of a broad spectrum polycyclic fused indoline skeletons employing N -halobenzoyl o -haloanilines and -(prop-2-yn-1-yl)anilines as has been described.

Язык: Английский

Процитировано

4

Palladium catalyzed C(sp3)–H bond activation of free carboxylic acids: An adventure of ligand evolution DOI
Dong Li,

Xiao-Bao He,

Liang Jin

и другие.

Tetrahedron Letters, Год журнала: 2024, Номер 138, С. 154951 - 154951

Опубликована: Фев. 7, 2024

Язык: Английский

Процитировано

1

RhIII–Catalyzed Direct Heteroarylation of Unactivated C(sp3)–H with N-Heteroaryl Boronates DOI
Rong Chi, Guangyu Xu,

Zhen-Ang Liu

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(10), С. 6749 - 6758

Опубликована: Апрель 30, 2024

Disclosed herein is a rhodium(III)-catalyzed direct heteroarylation reaction between unactivated aliphatic C(sp3)–H bonds in 2-alkylpyridines and heteroaryl organoboron reagents. This catalytic protocol compatible with various heterocyclic boronates containing ortho- meta-pyridine, pyrazoles, furan, quinoline strong coordination capability. The achievement of this methodology provides an efficient route to build new C(sp3)–heteroaryl bonds.

Язык: Английский

Процитировано

1

Selective [3 + 2] C–H/C–H Alkyne Annulation via Dual (Distal) C(β, δ)–H Bond Activation Relay: A Novel Therapeutic Quinazolone-Tethered Benzofulvenes for Oral Cancer DOI Creative Commons
Dinesh Parshuram Satpute,

Garvita Narang,

Harshal Rohit

и другие.

JACS Au, Год журнала: 2024, Номер 4(11), С. 4474 - 4487

Опубликована: Окт. 11, 2024

In contrast to proximal C-H bond activations, distal activation is fundamentally more challenging and requires distinctly specialized directing partners or techniques. this context, we report an unprecedented dual (distal) β-C(benzylic)-H δ-C(aryl)-H relay protocol for the chemo-, regio-, stereoselective construction of heterocycle-tethered benzofulvenes via [3 + 2] CH/CH-alkyne annulation under palladium catalysis. The overrides favorable [4 CH/NH does not follow vinylic pathway. Mechanistic studies provide insight into favored cyclopalladation key intermediates (resulting from cleavage) through cleavage (vs N-H prior reductive elimination, which desired annulation. synthesized new chemical entities (NCEs) constitute a novel scaffold with anticancer activity against oral squamous cell carcinoma (OSCC). Detailed biomolecular studies, including RNA-sequencing analysis, indicate that these compounds (

Язык: Английский

Процитировано

1