
Azide synthesis by azidonation, azidation or substitution
Synthesis of : Aryl azides: Alkyl azides: Vinyl azides: Allyl azides: Benzyl azides : 1,2-Azidoalcohols : 1,2-Azidoamines: 1,3-Azidoamines : Acyl azides
Some Reactions of Azides - Master Organic Chemistry
Jun 29, 2018 · Azide Ion: Structure, Properties, and Substitution Reactions. Table of Contents. 1. The Azide Ion Is A Great Nucleophile In S N 2 Reactions. The azide ion (N 3– ) is one of those chemical entities that just plain looks weird. Stable? check (as long as it’s treated gently).
Radical azidation as a means of constructing C(sp3)-N3 bonds
Nov 1, 2020 · In this review, we provide a summary of the state of the art of radical azidation for the construction of C (sp 3)-N 3 bonds. There is a specific emphasis on the synthetic reactions involving C (sp 3)-H azidation, decarboxylative azidation and difunctionalized azidation of olefins.
Late Stage Azidation of Complex Molecules | ACS Central Science
Oct 7, 2016 · We report the site-selective azidation of benzylic and aliphatic C–H bonds in complex molecules catalyzed by the combination of Fe (OAc) 2 and a PyBox ligand. The same system also catalyzes the trifluoromethyl azidation of olefins to form derivatives of natural products containing both fluorine atoms and azides.
Azidation - BOC Sciences
The direct functionalization of carbon-hydrogen bonds has the advantages of short reaction paths, high economic atomicity, and the concept of green chemistry. Under the action of ceric ammonium nitrate (CAN), the starting compounds can undergo azidation with NaN3.
Site-Selective Copper-Catalyzed Azidation of Benzylic C–H Bonds
Jun 15, 2020 · Site selectivity represents a key challenge for non-directed C–H functionalization, even when the C–H bond is intrinsically reactive. Here, we report a copper-catalyzed method for benzylic C–H azidation of diverse molecules.
New Strategies for the Synthesis of Aliphatic Azides
Feb 26, 2021 · The discussed azidation reactions include (a) azidation of C–C multiple bonds, (b) azidation of C–H bonds, (c) the direct transformation of vinyl azides into other aliphatic azides, and (d) miscellaneous reactions to access aliphatic azides.
Metal-catalysed azidation of tertiary C–H bonds suitable for ... - Nature
Jan 28, 2015 · Here we report a mild, selective, iron-catalysed azidation of tertiary C–H bonds that occurs without excess of the valuable substrate. The reaction tolerates aqueous environments and is suitable...
Metal-Catalysed Azidation of Organic Molecules - ScienceDirect
Feb 4, 2022 · This review highlights metal-catalysed approaches to azide synthesis, with a focus on the substrate scopes and mechanisms, as well as on advantages and disadvantages of the methods. Overall, metal-catalysed azidation reactions provide shorter routes to a variety of potentially useful organic molecules containing the azide moiety.
Alkyl azide synthesis by azidonation, hydroazidation or substitution
With AgNO 3 as the catalyst and K 2 S 2 O 8 as the oxidant, an efficient and general method for the decarboxylative azidation of aliphatic carboxylic acids with tosyl azide or pyridine-3-sulfonyl azide in aqueous MeCN solution afforded the corresponding alkyl azides under mild conditions.
Direct selective azidation of C(sp3)−H groups - Tetrahedron Chem
Oct 11, 2024 · Particularly challenging is direct azidation of non-activated C (sp 3)−H groups, capable of providing ready access to remote and late-stage functionalization of complex targets without need for re-designing existing multistep synthetic procedures.
Azidation in the Difunctionalization of Olefins - PMC
This paper reviews the major applications and development of azidation in difunctionalization of olefins using azide reagents. Keywords: azides, difunctionalization, olefins 1.
Late Stage Azidation of Complex Molecules - PMC - PubMed …
Azidation of Alkyl C–H Bonds in Complex Molecules. Natural products containing electron-rich, tertiary alkyl C–H bonds and lacking benzylic C–H bonds underwent azidation at the tertiary C–H bond. The azidation process tolerated ketone, ester, amide, tertiary alcohol, and epoxide functional groups.
Asymmetric Azidation under Hydrogen Bonding Phase-Transfer …
Mar 1, 2022 · Asymmetric catalytic azidation has increased in importance to access enantioenriched nitrogen containing molecules, but methods that employ inexpensive sodium azide remain scarce. This encouraged u...
Metal-Catalysed Azidation of Organic Molecules - Chemistry Europe
Dec 22, 2016 · This review highlights metal-catalysed azidation, which provides shorter routes to a variety of organic molecules of interest, with a focus on substrate scopes and mechanisms.
Transition Metal Catalyzed Azidation Reactions - MDPI
The azidation reaction proceeds through a radical pathway promoted by a Mn(II)-N 3 species, which is oxidized to the azidyl transfer agent Mn(III)-N 3. The π-bond homolyses of the alkene from the Mn(III)species allows the formation of the diazidated product.
Iron-Catalyzed Enantioselective Radical Carboazidation and …
Jul 23, 2021 · Azidation of alkenes is an efficient protocol to synthesize organic azides which are important structural motifs in organic synthesis. Enantioselective radical azidation, as a useful strategy to in...
Hypervalent Iodine‐Mediated Azidation Reactions - ScienceDirect
Organic azides have found wide application in various fields of science and technology. This review summarizes recently developed approaches to the direct, one‐step synthesis of diverse organic azides utilizing hypervalent iodine reagents.
Azidation in the Difunctionalization of Olefins - MDPI
Mar 16, 2016 · This paper reviews the major applications and development of azidation in difunctionalization of olefins using azide reagents. Organic azides are key motifs in compounds of relevance to chemical biology, medicinal chemistry and materials science.
Mechanistic Investigation of the Iron-Catalyzed Azidation of Alkyl …
Sep 24, 2021 · An in-depth study of the mechanism of the azidation of C (sp3)–H bonds with Zhdankin’s λ 3 -azidoiodane reagent catalyzed by iron (II) (pybox) complexes is reported.