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- Chemical Name:CID 9580360
- CAS No.:18107-18-1
- Molecular Formula:C4H10N2Si
- Molecular Weight:114.222
- Hs Code.:29270000
- Mol file:18107-18-1.mol
Synonyms:SCHEMBL2130
Synonyms:SCHEMBL2130
98% *data from raw suppliers
(Trimethylsilyl)diazomethane(~0.6MinHexanes) *data from reagent suppliers
F+,
Xn,
N,
F,
T
There total 12 articles about CID 9580360 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: 95.0%
Reference yield: 79.0%
Reference yield: 78.0%
The research focuses on the development of a convenient method for the preparation of (E)-1-trimethylsilyl-1-alkenes, which are valuable intermediates in organic synthesis. The study introduces trimethylsilyldiazomethane (TMSCHN2) as a reagent that, when combined with alkyl halides and catalyzed by cuprous chloride, effectively yields the desired (E)-1-trimethylsilyl-1-alkenes in high yields and with high stereoselectivity. The process involves a two-step reaction: first, the alkylation of the lithium salt of TMSCHN2, followed by decomposition with cuprous chloride. The researchers concluded that this method provides an added flexibility in vinylsilane synthesis and allows for the conversion of alkyl halides to homologous (E)-1-trimethylsilyl-1-alkenes using commercially available TMSCHN2.
The research presents a novel catalytic sequence for the aerobic oxidation-ole?nation process using a single, inexpensive copper catalyst. The purpose of this study is to develop a more environmentally friendly and efficient one-pot method for converting alcohols into alkenes, which is a significant transformation in organic synthesis. The key chemicals used include copper chloride (CuCl), 1,10-phenanthroline as a ligand, di-tert-butyl azodicarboxylate (DBAB), trimethylsilyldiazomethane (TMSCHN2), triphenylphosphine, and various alcohols as substrates. The reaction conditions involve aerobic oxidation followed by ole?nation, with the copper catalyst facilitating both steps. The study concludes that this method is highly functional group compatible, works under nonbasic conditions, and can be applied to a wide range of primary and secondary alcohols, yielding alkenes in good to excellent yields without racemization of chiral substrates. The process is also compatible with various diazocarbonyl reagents, allowing for the synthesis of different types of alkenes. This work highlights a significant advancement in green chemistry by minimizing solvent and reagent usage and avoiding the isolation of sensitive intermediates.
The study investigates the mechanism of the regio- and diastereoselective ring expansion reaction using trimethylsilyldiazomethane (TMS-diazomethane). The researchers used six-membered ketones as substrates and found that the reaction, promoted by BF3, is initiated by an equatorial attack of TMS-diazomethane on the ketone. The migration of the less substituted carbon predominantly affords trans-seven-membered ketones. The study involved various silyldiazomethanes (including TMS-diazomethane, diazomethane with different silyl groups) and examined their effects on the reaction outcomes. The authors also used computational methods to analyze the reaction pathways and transition states, confirming that the equatorial attack and subsequent migration lead to the formation of the major trans-seven-membered ketone product with high regio- and diastereoselectivity.
The research focuses on the development of a copper(I)-catalyzed oxidative C-H bond functionalization and ring expansion method using trimethylsilyldiazomethane (TMSCHN2) to synthesize tricyclic dibenzoxepines and dibenzazepines, which are significant therapeutic agents in the pharmaceutical industry. The purpose of this study was to address the lack of simple, mild, and direct synthetic methods for these heterocycles, which traditionally require multistep processes involving harsh conditions. The researchers successfully developed a straightforward approach that yields these important derivatives with high selectivity, using a copper-catalyzed process with TMSCHN2 as the key reagent, along with other chemicals such as Cu(OTf)2, bpy (2,2'-bipyridine), and (PhCO2)2 (diphenyl peroxide). The conclusions of the study highlight the efficiency of this new method in producing tricyclic dibenzoxepines and dibenzazepines, which are crucial for modulating biological activity, and demonstrate the synthetic applicability of the method through the derivatization of the synthesized compounds into biologically active products.
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