Straightforward α-allylation of carbonyl compounds with alkenes via α-carbonyl radical intermediates DOI
Sien Liu,

Yanjing Liao,

Hongyi Li

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(9), С. 2502 - 2511

Опубликована: Янв. 1, 2024

We report that the direct oxidative cross-coupling of carbonyl compounds with simple alkenes is realized to synthesize α-allylated by identifying bisphosphine ligand BINAP enables copper catalyst integrate two different catalytic cycles in a one-pot system.

Язык: Английский

Recent Advances in Electron Donor‐Acceptor (EDA)‐Complex Reactions involving Quaternary Pyridinium Derivatives DOI

Barakha Saxena,

Roshan I. Patel,

Anuj Sharma

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(10), С. 1538 - 1564

Опубликована: Март 6, 2023

Abstract Quaternary pyridinium compounds are valuable intermediates in organic synthesis, which have gained immense popularity the synthetic community. The application of transition metal or photoredox catalysis transforming quaternary into various C−C and C−X bonds is well established. A majority these methods require high temperatures, expansive catalysts, delicate conditions for successful execution. On other hand, use metal‐free photocatalysis‐free strategies constructing using derivatives has been sought‐after. In this context, electron‐donor‐acceptor (EDA)‐complex reactions emerged as a state‐of‐the‐art methodology, do not any photocatalyst their EDA‐complex photochemistry takes advantage electron‐acceptor ability derivatives, can quickly generate radical precursor via deaminative process. These newly generated useful several transformations. We hereby, review, discuss an area major progress mediated involving with mechanism, substrate scope, limitations. magnified image

Язык: Английский

Процитировано

48

Methyl gallate: Review of pharmacological activity DOI Creative Commons

Huaguo Liang,

Qingsong Huang,

Li Zou

и другие.

Pharmacological Research, Год журнала: 2023, Номер 194, С. 106849 - 106849

Опубликована: Июль 8, 2023

Methyl gallate (MG) is a polyphenolic compound widely found in natural plants. MG has been shown to have variety of biological functions, including anti-tumor, anti-inflammatory, anti-oxidant, neuroprotective, hepatoprotective and anti-microbial activities, broad research development prospects. A total 88 articles related were searched using the PubMed, Science Direct, Google Scholar databases, systematically investigating pharmacological activity molecular mechanisms MG. There no restrictions on publication years, last search was conducted June 5, 2023. can exert effects through multiple pathways targets, such as PI3K/Akt, ERK1/2, Caspase, AMPK/NF-κB, Wnt/β-catenin, TLR4/NF-κB, MAPK, p53, NLRP3, ROS, EMT. According literature, potential be prospective adjuvant for anticancer therapy deserves further study.

Язык: Английский

Процитировано

39

Oxidative rearrangement of 1,1-disubstituted alkenes to ketones DOI
Qiang Feng, Qian Wang, Jieping Zhu

и другие.

Science, Год журнала: 2023, Номер 379(6639), С. 1363 - 1368

Опубликована: Март 31, 2023

The Wacker process, which is widely used to convert monosubstituted alkenes into the corresponding methyl ketones, thought proceed through a PdII/Pd0 catalytic cycle involving β-hydride elimination step. This mechanistic scenario inapplicable synthesis of ketones from 1,1-disubstituted alkenes. Current approaches based on semi-pinacol rearrangement PdII intermediates are limited ring expansion highly strained methylene cyclobutane derivatives. Herein, we report solution this synthetic challenge by designing PdII/PdIV incorporating 1,2-alkyl/PdIV dyotropic as key reaction, compatible with broad range functional groups, applicable both linear olefins and cycloalkanes, including macrocycles. Regioselectivity favors migration more substituted carbon, strong directing effect β-carboxyl group was also observed.

Язык: Английский

Процитировано

31

Visible-Light-Photocatalyzed Dicarbofunctionalization of Conjugated Alkenes with Ketone-Based Dihydroquinazolinones DOI
Pinku Prasad Mondal, Subham Das,

Sreelakshmi Venugopalan

и другие.

Organic Letters, Год журнала: 2023, Номер 25(9), С. 1441 - 1446

Опубликована: Фев. 23, 2023

A visible-light-photocatalyzed 1,2-arylalkylation of N-(arylsulfonyl)acrylamides with ketone-based dihydroquinazolinones is described. The formal C-C bond cleavage aliphatic ketones unified tandem radical alkylation/1,4-aryl migration/desulfonylation to forge two different types vicinal bonds and construct an all-carbon quaternary α-stereocenter, thus enhancing the carbogenic complexity tolerating diverse functionalities. Additional telescopic synthesis product diversification, this method features a dicarbofunctionalization conjugated nucleophilic alkyl precursor (dihydroquinazolinone) utilizing oxygen as green oxidant at ambient temperature.

Язык: Английский

Процитировано

28

Harnessing alcohols as sustainable reagents for late-stage functionalisation: synthesis of drugs and bio-inspired compounds DOI
Sourajit Bera, Lalit Mohan Kabadwal, Debasis Banerjee

и другие.

Chemical Society Reviews, Год журнала: 2024, Номер 53(9), С. 4607 - 4647

Опубликована: Янв. 1, 2024

This review collectively discussed the utilisation of alcohols in various organic transformations and their application toward intermediates drugs, drug derivatives natural product-like molecules.

Язык: Английский

Процитировано

17

Molecular Editing of Ketones through N-Heterocyclic Carbene and Photo Dual Catalysis DOI
Qing‐Zhu Li,

Mei-Hao He,

Rong Zeng

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(32), С. 22829 - 22839

Опубликована: Авг. 1, 2024

The molecular editing of ketones represents an appealing strategy due to its ability maximize the structural diversity ketone compounds in a straightforward manner. However, developing efficient methods for arbitrary modification ketonic molecules, particularly those integrated within complex skeletons, remains significant challenge. Herein, we present unique recasting that involves radical acylation

Язык: Английский

Процитировано

17

Alcohols as Alkyl Synthons Enabled by Photoredox-Catalyzed Deoxygenative Activation DOI

Tanumoy Mandal,

Samrat Mallick,

Malekul Islam

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(17), С. 13451 - 13496

Опубликована: Авг. 26, 2024

Alcohols are abundant with versatile structural variety and have ample use as pivotal functional groups in numerous organic processes. Because of their frequent occurrence enumerable natural products, bioactive molecules, medicinal components, alcohol functionalities provide a promising scope research to advance the operational diversity for improving clinical success. Recent years witnessed design modern C–C C–heteroatom bond-forming approaches easily accessible commercially available unactivated aliphatic alcohols native adaptive sp3 handles, hence offering groundbreaking transformative pathways functionalization complex molecular architectures. The judicial application appropriate activating generate alkyl radical from through C–O bond fragmentation employ it potential alkylating agent unfolds unique synthetic strategies, thereby replacing obvious requirement halides. This review elaborately discusses recent trends regarding using C(sp3)-centered various chemical transformations by exploiting different activation modes disrupter under photoredox catalysis. presentation is organized nature scaffolds, kind formation, progress achieved this domain since original discovery providing illustrative examples mechanistic details, focus on difficulties future prospects.

Язык: Английский

Процитировано

10

Radical acylation: concepts, synthetic applications and directions DOI
Yue Zhang, Yili Zhang, Jian Lin

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(4), С. 1056 - 1085

Опубликована: Янв. 1, 2023

In this tutorial, reaction scopes, limitations and mechanisms of radical acylations are summarized discussed according to types catalytic systems.

Язык: Английский

Процитировано

22

The most common linkers in bioactive molecules and their bioisosteric replacement network DOI
Peter Ertl, Eva Altmann, Sophie Racine

и другие.

Bioorganic & Medicinal Chemistry, Год журнала: 2023, Номер 81, С. 117194 - 117194

Опубликована: Фев. 2, 2023

Язык: Английский

Процитировано

21

Chemical and Redox Noninnocence of Pentane-2,4-dione Bis(S-methylisothiosemicarbazone) in Cobalt Complexes and Their Application in Wacker-Type Oxidation DOI Creative Commons
Vincent Porte, Miljan N. M. Milunović,

Ulrich Knof

и другие.

JACS Au, Год журнала: 2024, Номер 4(3), С. 1166 - 1183

Опубликована: Март 12, 2024

Cobalt complexes with multiproton- and multielectron-responsive ligands are of interest for challenging catalytic transformations. The chemical redox noninnocence pentane-2,4-dione bis(S-methylisothiosemicarbazone) (PBIT) in a series cobalt has been studied by range methods, including spectroscopy [UV–vis, NMR, electron paramagnetic resonance (EPR), X-ray absorption (XAS)], cyclic voltammetry, diffraction, density functional theory (DFT) calculations. Two [CoIII(H2LSMe)I]I [CoIII(LSMe)I2] were found to act as precatalysts Wacker-type oxidation olefins using phenylsilane, the role which was elucidated through isotopic labeling. Insights into mechanism transformation well substrate scope this selective reaction described, essential phenylsilane PBIT disclosed. Among several relevant species characterized an unprecedented Co(III) complex dianionic diradical ligand ([CoIII(LSMe••)I]).

Язык: Английский

Процитировано

8