Synonyms:azidotrimethylsilane;Me3SiN3;trimethylsilyl azide
99% *data from raw suppliers
Azidotrimethylsilane *data from reagent suppliers
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There total 13 articles about Azidotrimethylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 96.9%
Reference yield: 87.0%
Reference yield: 87.0%
Tris(trimethylsilyl) phosphate
The research focuses on the efficient solid-phase synthesis of highly functionalized 1,4-benzodiazepin-5-one derivatives and related compounds through intramolecular aza-Wittig reactions. The study utilizes the T1 triazene linker to yield 1,4-benzodiazepin-5-one, starting from various substituted triazene resins. Reactants include anthranilic acids, benzylamine resin, sarcosine methyl ester hydrochloride, and trimethylsilylazide, among others. The synthesis involves diazotation, coupling, and intramolecular cyclization steps, with polymer-supported triphenylphosphine playing a crucial role in the aza-Wittig reaction. Analyses used to characterize the compounds include 1H and 13C NMR, IR spectroscopy, mass spectrometry (EI-HRMS), gas chromatography, and elemental analysis, which confirm the structure and purity of the synthesized benzodiazepine derivatives.
This research presents a novel three-component strategy for the cyanotrifluoromethylation/azidotrifluoromethylation and carbocyclization of 1,6-enynes using a copper catalyst. The purpose of the study is to develop a rapid and concise method for the synthesis of addition-carbocyclization products, which are valuable building blocks in the discovery of lead compounds and biologically active CF3-containing heterocycles. The reaction proceeds smoothly under moderate temperatures, tolerating a broad substrate scope, and providing a new protocol for the synthesis of CF3-containing nitriles and azides. Key chemicals used in the process include 1,6-enynes, Togni's reagent, trimethylsilyl cyanide (TMSCN) or trimethylsilyl azide (TMSN3), and copper catalysts such as Cu(OAc)2 and CuBr, along with ligands like 1,10-phenanthroline. The research concludes that this copper-catalyzed approach is an efficient strategy for 1,6-enyne modification, with potential applications in organic chemistry and biology.
The research describes a novel iron-catalyzed diastereoselective olefin diazidation reaction that occurs at room temperature. This method is notable for its ability to tolerate a broad range of olefins, including both unfunctionalized and highly functionalized ones that are incompatible with existing methods. Key chemicals involved in this reaction include the iron catalysts (such as Fe(OTf)2 and Fe(OAc)2), azido-transfer reagents like azidoiodinane (2a) and benziodoxole (2b), and trimethylsilyl azide (TMSN3) which is essential for activating the azido-group transfer. The reaction provides a convenient approach to synthesizing valuable nitrogen-containing compounds, such as vicinal primary diamines and 2-azido glycosyl azides. Preliminary mechanistic studies suggest that the reaction proceeds through a new pathway involving both Lewis acid activation and iron-enabled redox catalysis, with the iron catalysts playing a crucial role in the selective azido-group transfer.
The study presents a novel copper-catalyzed azide–alkyne cycloaddition (CuAAC) reaction for synthesizing 1,4-disubstituted 1,2,3-triazoles using alkyl diacyl peroxides, azidotrimethylsilane (TMSN3), and terminal alkynes. The alkyl diacyl peroxides, derived from aliphatic carboxylic acids, serve as alkyl azide precursors, decomposing in the presence of the Cu(I) catalyst to form alkyl radicals and azido–Cu(II) species. TMSN3 acts as a safer azide source, reacting with the alkyl radicals to form alkyl azides. The terminal alkynes participate in the subsequent CuAAC reaction, catalyzed by the regenerated Cu(I), to produce the desired 1,2,3-triazoles. This method simplifies the process by generating organic azides in situ, avoiding the handling of unstable organic azides, and offers a wide substrate scope, high yields, and excellent regioselectivity.
The research aimed to develop an efficient method for the synthesis of vicinal bromoazides directly from olefins using N,N-dibromo-p-toluenesulfonamide (TsNBr2) as the bromine source and trimethylsilyl azide (TMSN3) as the azide source, without the need for any catalyst. The study concluded that this method is extremely rapid and efficient, applicable to various olefins such as cinnamates, chalcone, styrenes, and acrylates, yielding the corresponding 1,2-bromoazides in excellent yields. The reaction is particularly effective for α,β-unsaturated carbonyl compounds, which are known to be challenging for such transformations. However, the reaction was found to be less effective for aliphatic alkenes like cyclohexene and 1-octene. The procedure is performed at room temperature in acetonitrile as the solvent, and the reaction is instantaneous, highlighting its ease of performance.
The research presents a novel protocol for synthesizing N,N- and N,O-aminals via direct azidation of sp3 C–H bonds in substrates with an α-nitrogen or α-oxygen atom. The study utilized various chemicals, including substrates such as tetrahydroisoquinolines (THIQs), tetrahydro-β-carbolines (THβCs), and cyclic benzyl ethers. The key reagents employed in the azidation process were 2,2,6,6-tetramethylpiperidine-1-oxoammonium (T+BF4–) as the oxidant and trimethylsilylazide as the azide source. The reactions were typically carried out in acetonitrile (CH3CN) solvent under mild conditions at room temperature. The protocol enabled high yields of aminal products without the need for prefunctionalization or expensive metal catalysts. Additionally, the resulting aminals could be readily transformed into more complex molecules through azide chemistry, demonstrating the versatility and practicality of this method for the synthesis of bioactive molecules and functional materials.
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