105972-02-9

Upstream product

• 1071-73-4 5-Hydroxy-2-pentanone 
• 5470-34-8 4-methoxyformanilide 
• 104-94-9 4-methoxy-aniline 
• 626-87-9 1,4-dibromopentane 
• 765-38-8 2-methyl-1-pyrrolidine 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 765-43-5 Cyclopropyl methyl ketone 
• 123-76-2 levulinic acid 
• 100-17-4 para-methoxynitrobenzene 

Relevant academic research and scientific papers

A Concise Route to Cyclic Amines from Nitroarenes and Ketoacids under Iron-Catalyzed Hydrosilylation Conditions

Starting from nitroarenes, under hydrosilylation conditions, using a well-defined N-heterocyclic carbene iron(0) catalyst, (IMes)Fe(CO)4, the corresponding aniline derivatives were produced in 61–92% isolated yields. More impressively, a selective synthesis of cyclic amines such as pyrrolidines, piperidines and azepanes were conducted from levulinic acid, 1,5- and 1,6-keto acids, respectively. The sequential procedure proceeded under both visible light irradiation and thermal conditions with 20 examples in isolated yields up to 69%. (Figure presented.).

Investigation towards the reductive amination of levulinic acid by B(C6F5)3/hydrosilane system

The selective transformation of the renewable biomass resources into the highly value-added platform chemicals is essentially important for sustainable chemistry. Here we report a simple and highly efficient strategy for the synthesis of N-heterocyclic co

Iron-Catalysed Switchable Synthesis of Pyrrolidines vs Pyrrolidinones by Reductive Amination of Levulinic Acid Derivatives via Hydrosilylation

A selective production of pyrrolidines vs pyrrolidinones via hydrosilylation of levulinic acid and levulinates by switching of the iron complex catalyst is presented herein. The reactions proceeded efficiently with various anilines and alkylamines under both visible light irradiation and thermal conditions with 43 examples in isolated yields up to 93%. Noticeably, under similar conditions, cyclic amines such as piperidines and azepanes were efficiently synthesized with yields up to 92%, by reaction of anilines with 1,5- or 1,6-keto acids, respectively. Similarly, N-arylinsolidoline compounds can be prepared from 2-formylbenzoic acid in 57–93% yields. (Figure presented.).

Reductive amination/cyclization of levulinic acid to pyrrolidones: Versus pyrrolidines by switching the catalyst from AlCl3 to RuCl3 under mild conditions

Herein the reductive amination/cyclization of levulinic acid using phenylsilane was presented to selectively produce pyrrolidones versus pyrrolidines under mild conditions by switching the catalyst from AlCl3 to RuCl3. Using AlCl3 as the catalyst, pyrrolidones were solely obtained at room temperature, while RuCl3 as the catalyst selectively afforded pyrrolidines in high yields at 45 °C.

Dichotomy of reductive addition of amines to cyclopropyl ketones vs pyrrolidine synthesis

An interesting catalytic dichotomy was discovered: switching between simple ligand-free catalysts leads to fundamentally different outcomes of reductive reaction between amines and α-carbonylcyclopropanes. Whereas a rhodium catalyst leads to the tradition

CuI/DMPAO-catalyzed N-arylation of acyclic secondary amines

DMPAO has been found to be a powerful ligand to enable copper-catalyzed coupling of aryl halides with aliphatic acyclic secondary amines take place under relatively mild conditions, and coupling of aryl halides with primary amines and cyclic secondary amines proceeds at low catalyst loading.

A novel salt-free ruthenium-catalyzed alkylation of aryl amines

The alkylation of aryl amines using cyclic amines such as pyrrolidine proceeds via borrowing hydrogen methodology in the presence of 1 mol % Shvo catalyst. During the reaction multiple carbon-nitrogen cleavage and formation occurred. This novel reaction sequence leads to N-aryl-pyrrolidines and -piperidines.