Recent advances in Chan–Lam coupling reaction

Catalysis Science & Technology, Journal Year: 2024, Volume and Issue: 14(9), P. 2320 - 2351

Published: Jan. 1, 2024

Chan–Lam coupling has evolved as a shining star among C–heteroatom reactions because of its greener open flask chemistry and tremendous possibilities in terms substrate bank, catalyst varieties, unlocking nature friendly conditions, etc.

Language: Английский

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Decarboxylative stereoretentive C–N coupling by harnessing aminating reagent

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: May 6, 2024

Abstract In recent decades, strategies involving transition-metal catalyzed carbon-carbon or carbon-heteroatom bond coupling have emerged as potent synthetic tools for constructing intricate molecular architectures. Among these, decarboxylative carbon-nitrogen formation using abundant carboxylic acids their derivatives has garnered notable attention accessing alkyl- arylamines, one of key pharmacophores. While several amination methods been developed, the involvement a common carboradical intermediate currently poses challenges in achieving stereospecific transformation toward chiral alkylamines. Herein, we present base-mediated, stereoretentive amidation by harnessing 1,4,2-dioxazol-5-one reactive and robust amidating reagent under transition-metal-free ambient conditions, encompassing all types primary, secondary tertiary acids, thereby providing access to important pharmacophore, α-chiral amines. This method exhibits high functional group tolerance, convenient scalability, ease applicability 15 N-isotope labeling, thus accentuating its utilities. Experimental computational mechanistic investigations reveal sequence elementary steps: i) nucleophilic addition carboxylate dioxazolone, ii) rearrangement form dicarbonyl N-hydroxy intermediate, iii) conversion hydroxamate, followed Lossen-type rearrangement, finally, iv) reaction situ generated isocyanate with leading C–N manner.

Language: Английский

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Electroreduction strategy: a sustainable tool for the generation of aryl radicals

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(15), P. 4318 - 4342

Published: Jan. 1, 2024

This review primarily focuses on the generation of aryl radicals via an electroreduction strategy, and systematically elaborates synthetic applications, scope, limitations substrates.

Language: Английский

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Open Science Discovery of Potent Non-Covalent SARS-CoV-2 Main Protease Inhibitors

bioRxiv (Cold Spring Harbor Laboratory), Journal Year: 2020, Volume and Issue: unknown

Published: Oct. 30, 2020

Abstract We report the results of COVID Moonshot , a fully open-science, crowd sourced, structure-enabled drug discovery campaign targeting SARS-CoV-2 main protease. discovered non-covalent, non-peptidic inhibitor scaffold with lead-like properties that is differentiated from current protease inhibitors. Our approach leveraged crowdsourcing, machine learning, exascale molecular simulations, and high-throughput structural biology chemistry. generated detailed map plasticity protease, extensive structure-activity relationships for multiple chemotypes, wealth biochemical activity data. All compound designs (>18,000 designs), crystallographic data (>840 ligand-bound X-ray structures), assay (>10,000 measurements), synthesized molecules (>2,400 compounds) this were shared rapidly openly, creating rich open IP-free knowledgebase future anti-coronavirus discovery.

Language: Английский

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Light-induced borylation: developments and mechanistic insights

Organic & Biomolecular Chemistry, Journal Year: 2021, Volume and Issue: 19(20), P. 4397 - 4428

Published: Jan. 1, 2021

This perspective delineates light-induced borylation methodologies, which have been developed in the last 10 years. Mechanistic insights explored throughout article for these UV- and visible-light-induced reactions.

Language: Английский

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