Reusable Co-nanoparticles for general and selective N-alkylation of amines and ammonia with alcohols DOI Creative Commons
Zhuang Ma, Bei Zhou, Xinmin Li

et al.

Chemical Science, Journal Year: 2021, Volume and Issue: 13(1), P. 111 - 117

Published: Nov. 29, 2021

A general cobalt-catalyzed

Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C–H Bonds Elaboration DOI Creative Commons
Luca Capaldo, Davide Ravelli, Maurizio Fagnoni

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(2), P. 1875 - 1924

Published: Aug. 6, 2021

Direct photocatalyzed hydrogen atom transfer (d-HAT) can be considered a method of choice for the elaboration aliphatic C–H bonds. In this manifold, photocatalyst (PCHAT) exploits energy photon to trigger homolytic cleavage such bonds in organic compounds. Selective bond may achieved by judicious abstractor (key parameters are electronic character and molecular structure), as well reaction additives. Different classes PCsHAT available, including aromatic ketones, xanthene dyes (Eosin Y), polyoxometalates, uranyl salts, metal-oxo porphyrin tris(amino)cyclopropenium radical dication. The processes (mainly C–C formation) most cases carried out under mild conditions with help visible light. aim review is offer comprehensive survey synthetic applications d-HAT.

Language: Английский

Citations

801

Borrowing Hydrogen Amination Reactions: A Complex Analysis of Trends and Correlations of the Various Reaction Parameters DOI
Evgeniya Podyacheva, Oleg I. Afanasyev, Dmitry Vasilyev

et al.

ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(12), P. 7142 - 7198

Published: June 1, 2022

Borrowing hydrogen or the autotransfer amination is a powerful approach to create single C–N bonds, starting from stable and readily available substrates: amines alcohols. It considered as one of most atom-efficient green methods synthesize complex amines. Herein, we attempted arrange array existing data in comprehensive structured manner determine correlations between experimental conditions catalysis outcome both within different groups catalysts defined using machine analysis. For each type N-nucleophiles (aromatic, aliphatic, heteroaromatic amines, amides), efficient working were suggested, including attributing optimal base temperature regime for metal.

Language: Английский

Citations

82

Reductive Deoxygenative Functionalization of Alcohols by First‐Row Transition Metal Catalysis DOI

Xiaobo Pang,

Xing‐Zhong Shu

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(13), P. 1637 - 1652

Published: Jan. 23, 2023

Comprehensive Summary Alcohols are among the most accessible functionalities. Catalytic deoxygenative functionalization of alcohols is highly synthetically appealing. While significant progress has been made on reactions with nucleophiles, electrophilic coupling partners remain a real challenge. This manuscript highlights advance in this direction, which mainly achieved by first‐row transition metals. The low‐valent titanium catalyst shown unique reactivity to homolytically cleave C—OH bonds. formed carbon radicals could either undergo reduction give protonation products or couple fragments form C—C chemistry initially realized using stoichiometric amount reagents and later extended catalytic variants. Nickel features variety oxidation states ranging from Ni 0 IV , both two‐electron oxidative addition single‐electron process involved their activation an electrophile. These properties enable nickel catalyze reductive R–X electrophiles. reaction first reported allylic alcohols, then benzylic and, very recently non‐activated alcohols. Recent effort resulted many invaluable methodologies that improve efficiency for construction aliphatic use cobalt copper catalysts not only expands substrate scope these but also shows new selectivity issues.

Language: Английский

Citations

48

Enantioconvergent transformations of secondary alcohols through borrowing hydrogen catalysis DOI
Yaru Gao, Guorong Hong, Bin‐Miao Yang

et al.

Chemical Society Reviews, Journal Year: 2023, Volume and Issue: 52(16), P. 5541 - 5562

Published: Jan. 1, 2023

Enantioconvergent transformations of racemic secondary alcohols to enantioenriched chiral amines, N-heterocycles, higher-order and ketones through borrowing hydrogen catalysis is covered in this review.

Language: Английский

Citations

47

meta‐Selective C−H Functionalization of Pyridines DOI
Hui Cao, Qiang Cheng, Armido Studer

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(42)

Published: April 4, 2023

The pyridine moiety is an important core structure for a variety of drugs, agrochemicals, catalysts, and functional materials. Direct functionalization C-H bonds in pyridines straightforward approach to access valuable substituted pyridines. Compared the direct ortho- para-functionalization, meta-selective far more challenging due inherent electronic properties entity. This review summarizes currently available methods meta-C-H using directing group, non-directed metalation, temporary dearomatization strategies. Recent advances ligand control are highlighted. We analyze advantages as well limitations current techniques hope inspire further developments this area.

Language: Английский

Citations

43

Alcohols as Substrates in Transition-Metal-Catalyzed Arylation, Alkylation, and Related Reactions DOI

Adam Cook,

Stephen G. Newman

Chemical Reviews, Journal Year: 2024, Volume and Issue: 124(9), P. 6078 - 6144

Published: April 17, 2024

Alcohols are abundant and attractive feedstock molecules for organic synthesis. Many methods their functionalization require them to first be converted into a more activated derivative, while recent years have seen vast increase in the number of complexity-building transformations that directly harness unprotected alcohols. This Review discusses how transition metal catalysis can used toward this goal. These broadly classified three categories. Deoxygenative functionalizations, representing derivatization C–O bond, enable alcohol act as leaving group formation new C–C bonds. Etherifications, characterized by O–H represent classical reactivity has been modernized include mild reaction conditions, diverse partners, high selectivities. Lastly, chain reactions described, wherein acts mediator formal C–H alkyl backbone. Each these classes transformation will discussed context intermolecular arylation, alkylation, related reactions, illustrating alcohols harnessed

Language: Английский

Citations

35

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

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(9), P. 4607 - 4647

Published: Jan. 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.

Language: Английский

Citations

16

Toward Renewable Amines: Recent Advances in the Catalytic Amination of Biomass-Derived Oxygenates DOI Creative Commons
Navneet Kumar Gupta, Phillip Reif,

Phillip Palenicek

et al.

ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(16), P. 10400 - 10440

Published: Aug. 9, 2022

Synthesis of high-value-added chemicals from biomass and/or biomass-derived platform molecules is considered an important strategy to mitigate the global dependency on fossil resources and include renewable in a circular economy. In recent years, synthesis bio-based plastics has received significant attention as potential alternative conventional industrial processes. Thus, lot effort been put into development not only different classes biomonomers but also drop-in chemicals. Amine-derived molecules, especially alcohol-amines, diamines, N-heterocyclic amines, are most functional monomers for production polyamides, polyimides, polyurethanes, polyureas. Additionally, these amines extensively used pharmaceuticals. this review, we will give concise overview up-to-date methods industrially oxygenates. Special be given catalytic amination aldehyde- alcohol-based oxygenates, reaction mechanism, catalyst stability, well their specific challenges opportunities. We anticipate critical comprehensive review provide detailed insights guide effective greener synthetic methodologies.

Language: Английский

Citations

59

Iridium supported on porous polypyridine-oxadiazole as high-activity and recyclable catalyst for the borrowing hydrogen reaction DOI
Jiahao Li,

Anruo Mao,

Wei Yao

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(6), P. 2602 - 2612

Published: Jan. 1, 2022

Porous polypyridine-oxadiazole supported iridium catalysts (PPO-Ir) revealed high catalytic activity for the reaction of dimethyl-6-aminouracil (including 1,3-dimethylbarbituric acid, 2-aminobenzylamine) with alcohols.

Language: Английский

Citations

53

Synergistic effect between Co single atoms and nanoparticles enables selective synthesis of bio-based benzimidazoles DOI
Baoyu Wang, Mingrui Li,

Songdang Zhang

et al.

Applied Catalysis B Environment and Energy, Journal Year: 2023, Volume and Issue: 327, P. 122454 - 122454

Published: Feb. 10, 2023

Language: Английский

Citations

37