Cargando…

A highly site-selective radical sp(3) C–H amination of azaheterocycles

This report describes the development of a novel C–H amination strategy using both a Cu(ii) Lewis acid and an organic hydrogen atom transfer catalyst to activate benzylic C–H bonds adjacent to aromatic N-heterocycles. This simple methodology demonstrates very high selectivity towards azaheterocycles...

Descripción completa

Detalles Bibliográficos
Autores principales:	Bentley, Keith W., Dummit, Krysta A., Van Humbeck, Jeffrey F.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Royal Society of Chemistry 2018
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6115697/ https://www.ncbi.nlm.nih.gov/pubmed/30310574 http://dx.doi.org/10.1039/c8sc00590g

Ejemplares similares

Regioselective ring opening of aziridine for synthesizing azaheterocycle
por: Srivastava, Nikhil, et al.
Publicado: (2023)

Diverse secondary C(sp(3))–H bond functionalization via site-selective trifluoroacetoxylation of aliphatic amines
por: Tang, Yongzhen, et al.
Publicado: (2018)

Radical-mediated direct C–H amination of arenes with secondary amines
por: Cosgrove, Sebastian C., et al.
Publicado: (2018)

Pd-catalyzed site-selective C(sp(2))–H radical acylation of phenylalanine containing peptides with aldehydes
por: San Segundo, Marcos, et al.
Publicado: (2019)

Site-selective amination and/or nitrilation via metal-free C(sp(2))–C(sp(3)) cleavage of benzylic and allylic alcohols
por: Anugu, Raghunath Reddy, et al.
Publicado: (2022)

Copper(ii) ketimides in sp(3) C–H amination
por: Jayasooriya, Isuri U., et al.
Publicado: (2021)

Synthetic Strategies for 5- and 6-Membered Ring Azaheterocycles Facilitated by Iminyl Radicals
por: Walton, John C.
Publicado: (2016)

Site-selective bromination of sp(3) C–H bonds
por: Sathyamoorthi, Shyam, et al.
Publicado: (2017)

Catalytic β C–H amination via an imidate radical relay
por: Stateman, Leah M., et al.
Publicado: (2019)

Azaheterocyclic diphenylmethanol chiral solvating agents for the NMR chiral discrimination of alpha-substituted carboxylic acids
por: Li, Gao-Wei, et al.
Publicado: (2020)

Unusual light-driven amplification through unexpected regioselective photogeneration of five-membered azaheterocyclic AIEgen
por: Li, Qiyao, et al.
Publicado: (2020)

Cobalt catalyzed sp(3) C–H amination utilizing aryl azides
por: Villanueva, Omar, et al.
Publicado: (2015)

Copper-promoted site-selective carbonylation of sp(3) and sp(2) C–H bonds with nitromethane
por: Wu, Xuesong, et al.
Publicado: (2016)

Organocatalytic nitrenoid transfer: metal-free selective intermolecular C(sp(3))–H amination catalyzed by an iminium salt
por: Combee, Logan A., et al.
Publicado: (2017)

Intramolecular 1,5-C(sp(3))–H radical amination via Co(ii)-based metalloradical catalysis for five-membered cyclic sulfamides
por: Lu, Hongjian, et al.
Publicado: (2016)

Site selective gold(i)-catalysed benzylic C–H amination via an intermolecular hydride transfer to triazolinediones
por: Bevernaege, Kevin, et al.
Publicado: (2023)

Electrochemical radical-mediated selective C(sp(3))–S bond activation
por: Li, Yongli, et al.
Publicado: (2022)

An iron(ii)-based metalloradical system for intramolecular amination of C(sp(2))–H and C(sp(3))–H bonds: synthetic applications and mechanistic studies
por: Das, Sandip Kumar, et al.
Publicado: (2022)

Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp(3))–H bonds
por: Fernández-Salas, José A., et al.
Publicado: (2015)

Recent developments for intermolecular enantioselective amination of non-acidic C(sp(3))–H bonds
por: Li, Heng-Hui, et al.
Publicado: (2023)

Silver Catalyzed Site-Selective C(sp(3))−H Bond Amination of Secondary over Primary C(sp(3))−H Bonds
por: Jiao, Luzhen, et al.
Publicado: (2022)

Intramolecular Csp(3)–H/C–C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines
por: Wen, Xiaojin, et al.
Publicado: (2020)

The site-selectivity and mechanism of Pd-catalyzed C(sp(2))–H arylation of simple arenes
por: Kim, Daeun, et al.
Publicado: (2020)

Reagent-dictated site selectivity in intermolecular aliphatic C–H functionalizations using nitrogen-centered radicals
por: Carestia, Anthony M., et al.
Publicado: (2018)

Microwave Assisted Reactions of Azaheterocycles Formedicinal Chemistry Applications
por: Amariucai-Mantu, Dorina, et al.
Publicado: (2020)

Site-selective coupling of remote C(sp(3))–H/meta-C(sp(2))–H bonds enabled by Ru/photoredox dual catalysis and mechanistic studies
por: Liu, Hong-Chao, et al.
Publicado: (2022)

Palladium-catalyzed benzylic C(sp(3))–H carbonylative arylation of azaarylmethyl amines with aryl bromides
por: Zhao, Haoqiang, et al.
Publicado: (2021)

Ligand-free iron-catalyzed benzylic C (sp(3))–H amination of methylarenes with N-fluorobenzenesulfonimide
por: Bao, Fengyu, et al.
Publicado: (2019)

Photo-induced copper-catalyzed alkynylation and amination of remote unactivated C(sp(3))-H bonds
por: Cao, Zhusong, et al.
Publicado: (2021)

Aromatic C–H amination in hexafluoroisopropanol
por: D'Amato, Erica M., et al.
Publicado: (2019)

Site-selective, catalytic, and diastereoselective sp(3) C–H hydroxylation and alkoxylation of vicinally functionalized lactams
por: Beng, Timothy K., et al.
Publicado: (2020)

Direct Functionalization of C(sp(2))–H Bond in Nonaromatic Azaheterocycles: Palladium-Catalyzed Cross-Dehydrogenative Coupling (CDC) of 2H-Imidazole 1-Oxides with Pyrroles and Thiophenes
por: Akulov, Alexey A., et al.
Publicado: (2019)

Advances in the site-selective C-5, C-3 and C-2 functionalization of chromones via sp(2) C–H activation
por: Benny, Anjitha Theres, et al.
Publicado: (2022)

Photocatalytic C(sp(3)) radical generation via C–H, C–C, and C–X bond cleavage
por: Huang, Chia-Yu, et al.
Publicado: (2022)

Temperature-modulated selective C(sp(3))–H or C(sp(2))–H arylation through palladium catalysis
por: Gogula, Thirupathi, et al.
Publicado: (2020)

Palladium-catalyzed ligand-promoted site-selective cyanomethylation of unactivated C(sp(3))–H bonds with acetonitrile
por: Liu, Yongbing, et al.
Publicado: (2016)

Development of Drugs with Direct Antiviral Action Based on Azaheterocyclic Systems
por: Charushin, V. N., et al.
Publicado: (2022)

Site-Selective C–H Amination of Phenol-Containing Biomolecules
por: Girón-Elola, Carlota, et al.
Publicado: (2023)

A lesson for site-selective C–H functionalization on 2-pyridones: radical, organometallic, directing group and steric controls
por: Hirano, Koji, et al.
Publicado: (2017)

Fragile intermediate identification and reactivity elucidation in electrochemical oxidative α-C(sp(3))–H functionalization of tertiary amines
por: Liang, Kailun, et al.
Publicado: (2023)

Cannot write session to /tmp/vufind_sessions/sess_qf2hla442jha4uqhg2djtmfvp5