Access to Carbonyl Azides via Iodine(III)-Mediated Cross-Coupling

Access to Carbonyl Azides via Iodine(III)-Mediated Cross-Coupling

Bibliografiske detaljer
Parent link:	Organic Letters.— .— Washington: ACS Publications Vol. 26, iss. 43.— 2024.— P. 9215–9220
Andre forfattere:	Qing Yan, Lanlan Lv, Li Xu, Stepanova E. V. Elena Vladimirovna, Alvey G. R. Gregory, Shatskiy A. Andrey, Kärkäs M. D. Markus, Xiang-Shan Wang
Summary:	Title screen Herein, we present a prominent metal-free C–N cross-coupling platform that enables access to carbamoyl- and ketoazides from isocyanides or silyl enol ethers and trimethylsilyl azide (TMSN3) with an aid of iodine(III) promoter. This offers a rapid route to a diverse set of synthetically valuable azide decorated fragments with excellent substrate scope and good to excellent yields. The disclosed platform exemplifies the use of TMSN3 for incorporation of the azide fragment without the loss of N2 Текстовый файл AM_Agreement
Sprog:	engelsk
Udgivet:	2024
Fag:	труды учёных ТПУ электронный ресурс
Online adgang:	https://doi.org/10.1021/acs.orglett.4c03212
Format:	Electronisk Book Chapter
KOHA link:	https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=678619

Lignende værker

Hypervalent Iodine-Mediated Azidation Reactions
Udgivet: (2022)

Synthesis, structure and properties of new azidating reagent based on hypervalent iodine (III) for direct azidation of organic substrates
Udgivet: (2022)

Hypervalent Iodine(III) Reagent Mediated Regioselective Cycloaddition of Aldoximes with Enaminones
Udgivet: (2019)

Design of new hypervalent iodine azidating reagents: synthesis and properties
Udgivet: (2021)

Oxidative cycloaddition of hydroxamic acids with dienes or guaiacols mediated by iodine(III) reagents
Udgivet: (2018)

Preparation of fused heterocyclic compounds via iodine exchange
Udgivet: (2019)

The Synthesis of Iodbenzimidazoles and Iodbenzoxazoles via Iodination of Arenediazonium Tosylates
af: Hong N. T. T.
Udgivet: (2014)

A Simple and Effective Synthesis of Aryl Azides via Arenediazonium Tosylates
Udgivet: (2013)

Investigation of palladium cross-coupling reaction on verdazyl radicals
Udgivet: (2017)

Synthesis of Oxazoline and Oxazole Derivatives by Hypervalent-Iodine-Mediated Oxidative Cycloaddition Reactions
Udgivet: (2020)

Using carbonyl photoinitiators for achieving tunable optical sensitivity of PETN
Udgivet: (2016)

An N-heterocyclic carbene based MOF catalyst for Sonogashira cross-coupling reaction
Udgivet: (2016)

Synthesis of Carbonyl Iron-reinforced Polystyrene by High Energy Ball Milling
Udgivet: (2016)

Iodination of aryl amines in a water-paste form via stable aryl diazonium tosylates
Udgivet: (2008)

Photo emf in lead and silver azides
af: Savel'ev G. G.
Udgivet: (1968)

General Approach to Amides through Decarboxylative Radical Cross-Coupling of Carboxylic Acids and Isocyanides
Udgivet: (2024)

Controlled Mono- and Double-Insertion of Sulfonamide Fragments into Ni–S Bonds of Nickel(II) Dithiocarbamate Complexes via Sulfonyl Azide Reactivity
Udgivet: (2025)

Intramolecular amination via acid-catalyzed rearrangement of azides: a potent alternative to intermolecular direct electrophilic route
af: Stankevich K. S. Kseniya Sergeevna
Udgivet: (2021)

The Polarization of Silver Azide in Electric Field
Udgivet: (2014)

Verdazyl Radical Building Blocks: Synthesis, Structure, and Sonogashira Cross-Coupling Reactions
Udgivet: (2018)

Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki–Miyaura Cross-Coupling in Neat Water
Udgivet: (2017)

IR-spectroscopic study of surface carbonyl complexes of copper atoms and ions
af: Pestryakov A. N. Aleksey Nikolaevich
Udgivet: (1995)

Preparation and structure evaluation of new derivatives of polyvalent iodine(III) based on 2-iodophenylbenzoimidazole
af: Vlasenko Yu. A. Yuliya Aleksandrovna
Udgivet: (2017)

Supramolecular Organization of Diaryliodonium Dicyanoargentates(I) Provided by Iodine(III)–Cyanide Halogen Bonding
Udgivet: (2025)

Iodination of Deactivated Aromatic Compounds with Iodine Chloride
Udgivet: (1998)

Silver azide photolysis
af: Surovoy E. P.
Udgivet: (2007)

The light stimulated charge carrier transfer in silver azide
af: Zakharov Yu. A. Yuriy Aleksandrovich
Udgivet: (1983)

An investigation of the electronic structure of silver azide by the photoemission method
Udgivet: (1975)

Solid-phase iodination of arenes with the system iodine-diacetoxy(phenyl)- λ3-iodane
af: Krasnokutskaya E. A . Elena Aleksandrovna
Udgivet: (2005)

Generation of electrophilic iodine from iodine monochloride in neutral media. Iodination and protodeiodination of carbazone
af: Filimonov V. D. Viktor Dmitrievich
Udgivet: (2003)

Hypervalent Iodine Reagents for Green Synthesis
Udgivet: (2016)

Measurements of pp→ZZ production cross sections and constraints on anomalous triple gauge couplings at √s=13TeV
Udgivet: (2021)

Measurements of Higgs boson production cross sections and couplings in the diphoton decay channel at √s = 13 TeV
Udgivet: (2021)

Iodination and chlorination of aromatic polycyclic hydrocarbons with iodine monochloride in aqueous sulfuric acid
af: Chaikovskii V. K. Vitold Kazimirovich
Udgivet: (2001)

Plasma Mediated Chlorhexidine Immobilization onto Polylactic Acid Surface via Carbodiimide Chemistry: Antibacterial and Cytocompatibility Assessment
Udgivet: (2021)

Metal-Free Synthesis of Heteroaryl Amines or Their Hydrochlorides via an External-Base-Free and Solvent-Free C–N Coupling Protocol
Udgivet: (2021)

Pulsed cathodoluminescence of heavy metal azides
Udgivet: (2002)

Mediation: does it have the future in Russia
af: Selezertseva Y. A.
Udgivet: (2011)

The Effect of Electric Field on the Explosive Sensitivity of Silver Azide
Udgivet: (2017)

Ab initio study of the effects of pressure and strain on electron–phonon coupling in IV and III–V semiconductors
Udgivet: (2013)