Bidentate Directing Groups: An Efficient Tool in C–H Bond Functionalization Chemistry for the Expedient Construction of C–C Bonds

Chemical Reviews, Год журнала: 2020, Номер 120(3), С. 1788 - 1887

Опубликована: Янв. 6, 2020

During the past decades, synthetic organic chemistry discovered that directing group assisted C–H activation is a key tool for expedient and siteselective construction of C–C bonds. Among various strategies, bidentate groups are now recognized as one most efficient devices selective functionalization certain positions due to fact its metal center permits fine, tunable, reversible coordination. The family permit types assistance be achieved, such N,N-dentate, N,O-dentate, N,S-dentate auxiliaries, which categorized based on coordination site. In this review, we broadly discuss bond reactions formation bonds with aid groups.

Язык: Английский

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Late-stage C–H functionalization offers new opportunities in drug discovery

Nature Reviews Chemistry, Год журнала: 2021, Номер 5(8), С. 522 - 545

Опубликована: Июль 13, 2021

Язык: Английский

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Organic Electrochemistry: Molecular Syntheses with Potential

ACS Central Science, Год журнала: 2021, Номер 7(3), С. 415 - 431

Опубликована: Март 9, 2021

Efficient and selective molecular syntheses are paramount to

Язык: Английский

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C–H activation

Nature Reviews Methods Primers, Год журнала: 2021, Номер 1(1)

Опубликована: Июнь 17, 2021

Язык: Английский

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Toolbox for Distal C–H Bond Functionalizations in Organic Molecules

Chemical Reviews, Год журнала: 2021, Номер 122(6), С. 5682 - 5841

Опубликована: Окт. 18, 2021

Transition-metal-catalyzed C–H activation has developed a contemporary approach to the omnipresent area of retrosynthetic disconnection. Scientific researchers have been tempted take help this methodology plan their synthetic discourses. This paradigm shift helped in development industrial units as well, making synthesis natural products and pharmaceutical drugs step-economical. In vast zone bond activation, functionalization proximal bonds gained utmost popularity. Unlike bonds, distal is more strenuous requires distinctly specialized techniques. review, we compiled various methods adopted functionalize mechanistic insights within each these procedures, scope methodology. With give complete overview expeditious progress made field organic chemistry while also highlighting its pitfalls, thus leaving open for further modifications.

Язык: Английский

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Resource Economy by Metallaelectrocatalysis: Merging Electrochemistry and C H Activation

Trends in Chemistry, Год журнала: 2019, Номер 1(1), С. 63 - 76

Опубликована: Март 8, 2019

Язык: Английский

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3d metallaelectrocatalysis for resource economical syntheses

Chemical Society Reviews, Год журнала: 2020, Номер 49(13), С. 4254 - 4272

Опубликована: Янв. 1, 2020

This review summarizes key developments in 3d metallaelectrocatalysis the context of resource economy molecular syntheses.

Язык: Английский

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Installing the “magic methyl” – C–H methylation in synthesis

Chemical Society Reviews, Год журнала: 2021, Номер 50(9), С. 5517 - 5563

Опубликована: Янв. 1, 2021

Following notable cases of remarkable potency increases in methylated analogues lead compounds, this review documents the state-of-the-art C–H methylation technology.

Язык: Английский

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Histidine-Specific Peptide Modification via Visible-Light-Promoted C–H Alkylation

Journal of the American Chemical Society, Год журнала: 2019, Номер 141(45), С. 18230 - 18237

Опубликована: Окт. 21, 2019

Histidine (His) carries a unique heteroaromatic imidazole side chain and plays irreplaceable functional roles in peptides proteins. Existing strategies for site-selective histidine modification predominantly rely on the N-substitution reactions of moderately nucleophilic group, which inherently suffers from interferences lysine cysteine residues. Chemoselective remains one most difficult challenges peptide chemistry. Herein, we report via radical-mediated chemoselective C–H alkylation using C4-alkyl-1,4-dihydropyridine (DHP) reagents under visible-light-promoted conditions. The method exploits electrophilic reactivity ring Minisci-type reaction pathway. This exhibits an exceptionally broad scope both DHP reagents. Its utility has been demonstrated series important drugs, complex natural products, small protein. Distinct reactions, unsubstituted nitrogen groups modified are conserved alkylated products.

Язык: Английский

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Macrocyclization strategies for cyclic peptides and peptidomimetics

RSC Medicinal Chemistry, Год журнала: 2021, Номер 12(8), С. 1325 - 1351

Опубликована: Янв. 1, 2021

Macrocyclization between head, tail or sidechains is a frequently employed strategy to enhance peptide and peptidomimetic stability, selectivity affinity.

Язык: Английский

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