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- Chemical Name:CID 53629015
- CAS No.:591-51-5
- Molecular Formula:C6H5 Li
- Molecular Weight:84.0467
- Hs Code.:29319090
- Nikkaji Number:J52.076D
- Mol file:591-51-5.mol
Synonyms:
Synonyms:
98% *data from raw suppliers
Phenyllithium solution 1.9M in dibutyl ether *data from reagent suppliers
There total 61 articles about CID 53629015 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: 100.0%
Reference yield: 95.0%
Reference yield: 84.0%
The research focuses on the improved addition of phenyllithium (PhLi) to hindered ketones using non-polar media at room temperature. The study was conducted on six hindered ketones: (?)-fenchone, (?)-menthone, (+)-camphor, 3,3,5-trimethylcyclohexanone, 3,3,5,5-tetramethylcyclohexanone, and 2,4-dimethylpentan-3-one. The researchers aimed to enhance the low reactivity of these ketones towards PhLi, which traditionally yields modest results when performed in ethers like diethyl ether or THF. The experiments involved dissolving the ketones in a non-polar solvent, such as toluene or a toluene-diethyl ether mixture, and then slowly adding commercial PhLi via syringe. The mixtures were stirred at room temperature for 2 to 4 hours. The results showed significant improvements in yield compared to traditional methods, with the addition occurring in a stereospecific manner, favoring the less-hindered side. The configuration of the adducts was established using 13C NMR according to literature methods. This approach was found to be more efficient, cost-effective, and easier, offering a significant advantage for the synthesis of chiral inducers.
The research presents an efficient and regio- as well as stereocontrolled methodology for the alkylative bridge cleavage of oxabicyclic vinyl sulfones. The study focuses on a range of 7-oxabicyclo[2.2.1]heptenyl and 8-oxabicyclo[3.2.1]octenyl sulfones, which undergo an overall syn SN2' opening when treated with various organolithium reagents and lithium aluminum hydride. This process yields highly functionalized cyclohexenyl and cycloheptenyl sulfones, which are versatile synthetic intermediates. The chemicals that played crucial roles in this research include organolithium reagents such as methyl lithium (MeLi), n-butyl lithium (n-BuLi), phenyllithium (PhLi), and vinyllithium, as well as lithium aluminum hydride (LAH). Additionally, substrates like oxabicyclic vinyl sulfones, benzyl groups, and phenylsulfonyl groups were essential in the synthesis and transformation processes. The study also involved the use of solvents like tetrahydrofuran (THF) and toluene, and reagents like benzenesulfenyl chloride and methyllithium for the preparation of various vinyl sulfone substrates. The research highlights the importance of these chemicals in achieving the desired regio- and stereocontrolled cleavage of the oxygen bridge in oxabicyclic compounds.
The research presents a reinvestigation of the reaction between 2,4-dichloro-1,1-difluoro-3-phenyl-2-cyclobutene and excess phenyllithium, which proceeds through the intermediacy of a fluorotriphenylcyclobutadiene to form a dimeric trans-hexaphenyldifluorotricyclooctadiene. The study involved the synthesis and characterization of various compounds derived from this dimer, including pentaphenyldihydrodifluoropentalene, pentaphenyldihydropentalenone, and their isomers. Experiments included heating, acid hydrolysis, and photolysis, with analyses using techniques such as mass spectrometry, NMR spectroscopy, UV spectroscopy, and single-crystal X-ray diffraction to confirm the structures of the synthesized compounds. The research aimed to rationalize the formation of unusual and intriguing transformation products and explore F, F interactions in crystals of fluoroaromatics.
The purpose of this study is to explore the reaction pathways and products formed when primary amines react with organolithium compounds under mild conditions. The researchers used various primary amines, such as benzylamine, 1-hexanamine, and 1-phenylethanamine, along with organolithium reagents like n-butyllithium, tert-butyllithium, methyllithium, and phenyllithium. The study concluded that these reactions primarily involve three steps: mono- and dilithiation of the primary amine, elimination to form N-lithioimines, and addition of the organolithium compound to the lithioimine. The products include imines, α-substituted primary amines, and N-alkylimines.
The research presents a novel method for synthesizing 2-acyl pyrrolidines through a sequential nucleophilic addition/ring contraction of α-bromo N-iminolactam using various organometallic reagents such as Grignard and organolithium reagents. The study focuses on developing an efficient strategy to synthesize 2-acyl pyrrolidines, which are significant due to their presence in many biologically active natural products and pharmaceuticals. The key chemicals involved in this research include α-bromo N-iminolactam as the substrate, phenylmagnesium bromide (PhMgBr) and phenyllithium (PhLi) as organometallic reagents, and other Grignard and organolithium reagents with different aryl, heteroaryl, alkenyl, alkynyl, and alkyl groups. The reaction conditions, such as the use of THF as a solvent and quenching with 1 M HCl, are crucial for achieving high yields of the desired 2-acyl pyrrolidines. The study also explores the scalability and synthetic utility of the method by converting the 2-acyl pyrrolidine products into other derivatives like pyrrolidinyl alcohol, epoxide, β-lactam, and pyrazole.
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