Base-tuned selective 1,2-dichloromethylhydroxylation and 1,2-peroxyhydroxylation of 1,3-dienes via a tandem radical process DOI
Jiantao Zhang, Weiming Zhu, Peng Zhou

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(62), С. 9481 - 9484

Опубликована: Янв. 1, 2023

A catalyst-free 1,2-difunctionalization of 1,3-dienes with CHCl3 and TBHP in the presence NEt3 to give dichloromethylhydroxylation products was developed. Various substituents on aryl ring dienes tolerated reactions gave corresponding moderate good yields. When Na2CO3 employed as base, key intermediate α-amino radical could not be formed; therefore, 1,2-peroxyhydroxylation were obtained instead. This protocol provides an effective functional group tolerant strategy for diene 1,2-difunctionalization, thus providing great potential further functionalization modification synthetic molecules.

Язык: Английский

Recent advances in multi-component reactions and their mechanistic insights: a triennium review DOI

Stephy Elza John,

Shivani Gulati, Nagula Shankaraiah

и другие.

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(15), С. 4237 - 4287

Опубликована: Янв. 1, 2021

This review summarizes the recent developments in MCRs, incorporating different strategies along with their mechanistic aspects.

Язык: Английский

Процитировано

264

Two decades of recent advances of Ugi reactions: synthetic and pharmaceutical applications DOI Creative Commons

Manar Ahmed Fouad,

Hamida Abdel‐Hamid, Mohammed Salah Ayoup

и другие.

RSC Advances, Год журнала: 2020, Номер 10(70), С. 42644 - 42681

Опубликована: Янв. 1, 2020

Multicomponent reactions (MCRs) are powerful synthetic tools in which more than two starting materials couple with each other to form multi-functionalized compounds a one-pot process, the so-called "tandem", "domino" or "cascade" reaction, utilizing an additional step without changing solvent, sequential-addition procedure, limit number of steps, while increasing complexity and molecular diversity, highly step-economical reactions. The Ugi one most common multicomponent reactions, has recently fascinated chemists high diversity brought by its four- three-component-based isonitrile. reaction been introduced organic synthesis as novel, efficient useful tool for preparation libraries multifunctional peptides, natural products, heterocyclic stereochemistry control. In this review, we highlight recent advances last decades from 2000-2019, mainly linear cyclic versatile ring sizes, well enantioselective Meanwhile, applications these pharmaceutical trials also discussed.

Язык: Английский

Процитировано

146

Magnetically recoverable catalysts for efficient multicomponent synthesis of organosulfur compounds DOI Creative Commons
Fadhil Faez Sead, Vicky Jain, Anjan Kumar

и другие.

RSC Advances, Год журнала: 2025, Номер 15(5), С. 3928 - 3953

Опубликована: Янв. 1, 2025

This review studies magnetically recoverable catalysts designed for the efficient multicomponent synthesis of organosulfur compounds. These enhance process by combining efficiency with environmental sustainability.

Язык: Английский

Процитировано

9

Catalytic Approaches to Multicomponent Reactions: A Critical Review and Perspectives on the Roles of Catalysis DOI Creative Commons
Brenno A. D. Neto,

Rafael O. Rocha,

Marcelo O. Rodrigues

и другие.

Molecules, Год журнала: 2021, Номер 27(1), С. 132 - 132

Опубликована: Дек. 27, 2021

In this review, we comprehensively describe catalyzed multicomponent reactions (MCRs) and the multiple roles of catalysis combined with key parameters to perform these transformations. Besides improving yields shortening reaction times, is vital achieving greener protocols furthering MCR field research. Considering that MCRs typically have two or more possible pathways explain transformation, essential for selecting a route avoiding byproduct formation. Key parameters, such as temperature, catalyst amounts reagent quantities, were analyzed. Solvent effects, which are likely most neglected topic in MCRs, well their catalysis, critically discussed. Stereocontrolled rarely observed without presence catalytic system, also presented discussed review. Perspectives on use systems improved finally presented.

Язык: Английский

Процитировано

62

Visible-Light-Mediated Formal Carbene Insertion Reaction: Enantioselective Synthesis of 1,4-Dicarbonyl Compounds Containing All-Carbon Quaternary Stereocenter DOI
Hua Zhang,

Zheyuan Wang,

Zirui Wang

и другие.

ACS Catalysis, Год журнала: 2022, Номер 12(9), С. 5510 - 5516

Опубликована: Апрель 25, 2022

We developed an efficient visible-light-mediated formal carbene insertion reaction of 1,3-diketones with diazoesters for the construction enantioenriched 1,4-dicarbonyl compounds a quaternary carbon center. Combining visible light and Brønsted acid catalyst, chiral were achieved in good yields high enantioselectivities by photochemical transfer protocol.

Язык: Английский

Процитировано

43

Chitosan-EDTA-Cellulose network as a green, recyclable and multifunctional biopolymeric organocatalyst for the one-pot synthesis of 2-amino-4H-pyran derivatives DOI Creative Commons
Negin Rostami, Mohammad G. Dekamin, Ehsan Valiey

и другие.

Scientific Reports, Год журнала: 2022, Номер 12(1)

Опубликована: Май 23, 2022

Abstract In this research, cellulose grafted to chitosan by EDTA (Cs-EDTA-Cell) bio-based material is reported and characterized a series of various methods techniques such as FTIR, DRS-UV–Vis, TGA, FESEM, XRD EDX analysis. fact, the Cs-EDTA-Cell network more thermally stable than pristine or chitosan. There plenty both acidic basic sites on surface biodegradable network, multifunctional organocatalyst, proceed three-component synthesis 2-amino-4 H -pyran derivatives at room temperature in EtOH. The nanocatalyst can be easily recovered from reaction mixture using filtration reused for least five times without significant decrease its catalytic activity. general, heterogeneous catalyst, demonstrated excellent activity an environmentally-benign solvent afford desired products short required simple experimental work-up procedure compared many protocols similar systems.

Язык: Английский

Процитировано

41

An update on chiral phosphoric acid organocatalyzed stereoselective reactions DOI
Eddy I. Jiménez

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(17), С. 3477 - 3502

Опубликована: Янв. 1, 2023

This review article presents an in-depth analysis of the strategies and methodologies for using chiral phosphoric acids as organocatalysts in asymmetric syntheses from recent literature.

Язык: Английский

Процитировано

33

Cobalt(III)-Catalyzed Diastereo- and Enantioselective Three-Component C–H Functionalization DOI
Ana G. Herraiz, Nicolai Cramer

ACS Catalysis, Год журнала: 2021, Номер 11(19), С. 11938 - 11944

Опубликована: Сен. 13, 2021

Catalytic enantioselective C–H functionalization has recently become a tool for the creation of stereogenic centers. The steep increase in molecular complexity multicomponent reactions matches very well with asymmetric functionalizations, but realization such processes remains large challenge. We describe diastereoselective and highly three-component catalyzed by an earth-abundant Co(III) complex equipped chiral cyclopentadienyl ligand (Cpx). transformation provides rapid access to substituted β-hydroxyketones using three readily accessible starting materials. outlined reactivity CpxCo(III) catalysis shows higher exploitable propensity selective additions across carbonyls contrast chemistry Rh(III).

Язык: Английский

Процитировано

56

Enantioselective Au(I)-Catalyzed Multicomponent Annulations via Tethered Counterion-Directed Catalysis DOI
Zhenhao Zhang, Nazarii Sabat, Gilles Frison

и другие.

ACS Catalysis, Год журнала: 2022, Номер 12(7), С. 4046 - 4053

Опубликована: Март 16, 2022

Gold(I) complexes of a chiral phosphoric acid-functionalized phosphine the CPA-Phos series enable enantioselective multicomponent reactions between aldehydes, hydroxylamines and cyclic yne-enones, leading to 3,4-dihydro-1H-furo[3,4-d][1,2]oxazines. This represents rare example highly reaction in gold(I) catalysis. The proceed at low catalyst loading provide high yields, total diastereoselectivity, enantiomeric excesses up 99%. Silver-free conditions can be applied. method has very broad scope as it applies both aliphatic aromatic aldehydes hydroxylamines, variety yne-enone-derived oximes. DFT calculations complement this study enlighten reactivity issues mechanistic pathways.

Язык: Английский

Процитировано

39

Enantioselective Ni‐Catalyzed Three‐Component Dicarbofunctionalization of Alkenes DOI Open Access

Zhan Dong,

Liangliang Song, Liang‐An Chen

и другие.

ChemCatChem, Год журнала: 2023, Номер 15(18)

Опубликована: Авг. 3, 2023

Abstract Asymmetric multicomponent reactions are considered as efficient protocols for constructing complex chiral molecules because of their step‐ and atom‐economy. Nickel‐catalyzed asymmetric three‐component dicarbofunctionalization alkenes has been well developed in recent years, which is used the area total synthesis natural products late‐stage modification drugs rapid incorporation sp 3 ‐enriched carbon centers. In this concept, significant breakthroughs field summarized, together with related mechanisms. Moreover, remaining challenges potential opportunities also highlighted.

Язык: Английский

Процитировано

19