6632-41-3Relevant academic research and scientific papers
Using Methanol as a Formaldehyde Surrogate for Sustainable Synthesis of N-Heterocycles via Manganese-Catalyzed Dehydrogenative Cyclization
Li, Yibiao,Liu, Qiang,Shao, Zhihui,Yuan, Shanshan
, (2022/02/23)
The development of an efficient and sustainable synthetic route for formaldehyde production from renewable feedstock, especially in combination with a subsequent transformation to straightforwardly construct valuable chemicals, is highly desirable. Herein, we report a novel manganese-catalyzed dehydrogenative cyclization of methanol as a formaldehyde surrogate with a variety of dinucleophiles for facile synthesis of N-heterocycles. The in situ generated formaldehyde via catalytic methanol dehydrogenation can be selectively trapped by diverse dinucleophiles to avoid several possible side reactions. The utility of this transformation is further highlighted by its successful application to the synthesis of 13C-labeled N-heterocycles using 13CH3OH as a readily accessible 13C-isotope reagent.
C-N and N-H Bond Metathesis Reactions Mediated by Carbon Dioxide
Wang, Yehong,Zhang, Jian,Liu, Jing,Zhang, Chaofeng,Zhang, Zhixin,Xu, Jie,Xu, Shutao,Wang, Fangjun,Wang, Feng
, p. 2066 - 2072 (2015/06/30)
Herein, we report CO2-mediated metathesis reactions between amines and DMF to synthesize formamides. More than 20 amines, including primary, secondary, aromatic, and heterocyclic amines, diamines, and amino acids, are converted to the corresponding formamides with good-to-excellent conversions and selectivities under mild conditions. This strategy employs CO2 as a mediator to activate the amine under metal-free conditions. The experimental data and in situ NMR and attenuated total reflectance IR spectroscopy measurements support the formation of the N-carbamic acid as an intermediate through the weak acid-base interaction between CO2 and the amine. The metathesis reaction is driven by the formation of a stable carbamate, and a reaction mechanism is proposed.
Radical Production evidenced by Dimer Analysis in γ-Irradiated Amides in Aqueous Solutions and in the Solid State
Dusaucy, Anne-Catherine,Doncker, Joelle De,Couillard, Christine,Leat, Marc De,Tilquin, Bernard
, p. 125 - 134 (2007/10/02)
A study of the nature and distribution of radicals produced by the radiolysis of amides in the solid state has been made by two complemetary methods: (i) final product analysis by capillary gas chromatography and (ii) the direct observation of radicals by electron spin resonance spectroscopy.The dimer isomer distribution for N-methylformamide (NMF), N-methylacetamide (NMA) and N,N-dimethylformamide (DMF) allows one to estimate the parent radical distribution by using a statistical rule for dimer formation.In the solid state the radiolytic formation of radicals is selective.Final product analysis by capillary gas chromatography and the direct study of radicals by pulse radiolysis are also complemetary methods for studying the nature of radicals produced from the radiolysis of amides in aqueous solutions.The selective production of one parent radical is characteristic of dilute solutions.
