Ruthenium‐Catalyzed α‐Alkylation of Arylacetonitriles with Primary Alcohols: N‐heterocyclic Carbene‐Amine's Promotional Influence

ChemistrySelect, Год журнала: 2025, Номер 10(7)

Опубликована: Фев. 1, 2025

Abstract Transition‐metal‐catalyzed α‐alkylation of nitriles with alcohols is an environmentally benign reaction, and the development simple efficient catalysts for this transformation a growing area research. In study, we report serial bidentate N ‐heterocyclic carbene (NHC) ruthenium complexes different extra donors alcohols. Through adjusting backbone NHC ligands, catalytic activities these could be controlled. The complex ( Ru3 ) bearing amine donor benzimidazolium exhibited highest activity. A large variety α‐alkylated were obtained in 30%–88% yields, by using 1 mol% amount Cs 2 CO 3 (20 mol%). Detailed control experiments deuterium‐labeling suggested that reaction proceeds via borrowing hydrogen pathway.

Язык: Английский

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Acceptorless dehydrogenative coupling with Ru-based catalysts for the synthesis of N-heteroaromatic compounds

Dalton Transactions, Год журнала: 2020, Номер 49(44), С. 15527 - 15547

Опубликована: Янв. 1, 2020

Ru-Catalyzed acceptorless dehydrogenative coupling (ADC) and auto-transfer-hydrogenative (ATH) reactions are effective, versatile transformations for the constructions of N-heteroaromatic compounds from alcohols. Water hydrogen by-products starting alcohols less toxic, more readily available easily handled than their halogenated counterparts. A variety homogeneous ruthenium catalysts, partner-substrates such as amines, ammonia, amidines nitriles, have been used to build in one-pot, multi-step syntheses. This review details recently reported Ru catalysts employed these reactions, describing scope each methodology, proposed reaction mechanisms, regioselectivity applications synthesis.

Язык: Английский

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Synthesis of N-heterocycles through alcohol dehydrogenative coupling

Nature Protocols, Год журнала: 2024, Номер 19(12), С. 3640 - 3676

Опубликована: Авг. 22, 2024

Язык: Английский

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Systematic, computational discovery of multicomponent and one-pot reactions

Nature Communications, Год журнала: 2024, Номер 15(1)

Опубликована: Ноя. 27, 2024

Discovery of new types reactions is essential to organic chemistry because it expands the scope accessible molecular scaffolds and can enable more economical syntheses existing structures. In this context, so-called multicomponent reactions, MCRs, are particular interest they build complex from multiple starting materials in just one step, without purification intermediates. However, for over a century active research, MCRs have been discovered rather than designed, their number remains limited only several hundred. This work demonstrates that computers taught knowledge reaction mechanisms rules physical-organic design – completely autonomously large numbers mechanistically distinct MCRs. Moreover, when supplemented by models approximate kinetic rates, algorithm predict yields identify potential organocatalysis. These predictions validated experiments spanning different modes reactivity diverse product scaffolds. Multi component (MCRs) step intermediates but until now designed. Here, authors demonstrate an algorithmic approach based numbers.

Язык: Английский

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Temperature-dependent switchable synthesis of imines and amines via coupling of alcohols and amines using pyrrolyl-imine ruthenium catalysts

Journal of Catalysis, Год журнала: 2024, Номер unknown, С. 115895 - 115895

Опубликована: Дек. 1, 2024

Язык: Английский

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