56535-86-5Relevant academic research and scientific papers
Method for synthesizing cyclic amide from carbon dioxide
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Paragraph 0014, (2019/12/29)
The invention discloses a method for synthesizing cyclic amide from carbon dioxide. An aromatic amino compound, 1 atm carbon dioxide and a halogenated compound undergo a one-step reaction under the synergistic action of N-doped TiO2 and an inorganic salt catalyst to generate the cyclic amide. Studies find that visible light has an obvious promoting effect on the conversion process. The chemical selectivity of the cyclic amide compound can be regulated by regulating conditions such as reaction temperature, time and illumination. The catalyst can be recycled for five times after being separatedand dried, and the activity and the chemical selectivity can be well maintained. The synthesis method has the advantages of simple synthetic route, novelty, simple process, high yield and high purityof the product, cheap and easily available catalyst, no influences on the environment, and suitableness for industrial production.
Synthesis of Oxazolidinones and Derivatives through Three-Component Fixation of Carbon Dioxide
Mei, Congmin,Zhao, Yibo,Chen, Qianwei,Cao, Changsheng,Pang, Guangsheng,Shi, Yanhui
, p. 3057 - 3068 (2018/06/04)
An effective three-component fixation of atmospheric CO2 with readily available 1,2-dichloroethane and aromatic amine toward oxazolidinones catalyzed by in situ NHC was developed. The reaction occurred in good to excellent yields with good gene
Carbon dioxide-based facile synthesis of cyclic carbamates from amino alcohols
Niemi, Teemu,Fernández, Israel,Steadman, Bethany,Mannisto, Jere K.,Repo, Timo
supporting information, p. 3166 - 3169 (2018/03/28)
We report herein a straightforward general method for the synthesis of cyclic carbamates from amino alcohols and carbon dioxide in the presence of an external base and a hydroxyl group activating reagent. Utilizing p-toluenesulfonyl chloride (TsCl), the reaction proceeds under mild conditions, and the approach is fully applicable to the preparation of various high value-added 5- and 6-membered rings as well as bicyclic fused ring carbamates. DFT calculations and experimental results indicate a SN2-type reaction mechanism with high regio-, chemo-, and stereoselectivity.
A One-Pot Synthesis of N-Aryl-2-Oxazolidinones and Cyclic Urethanes by the Lewis Base Catalyzed Fixation of Carbon Dioxide into Anilines and Bromoalkanes
Niemi, Teemu,Perea-Buceta, Jesus E.,Fernández, Israel,Hiltunen, Otto-Matti,Salo, Vili,Rautiainen, Sari,R?is?nen, Minna T.,Repo, Timo
supporting information, p. 10355 - 10359 (2016/07/22)
The multicomponent assembly of pharmaceutically relevant N-aryl-oxazolidinones through the direct insertion of carbon dioxide into readily available anilines and dibromoalkanes is described. The addition of catalytic amounts of an organosuperbase such as Barton's base enables this transformation to proceed with high yields and exquisite substrate functional-group tolerance under ambient CO2pressure and mild temperature. This report also provides the first proof-of-principle for the single-operation synthesis of elusive seven-membered ring cyclic urethanes.
1,3-oxazinan-2-ones from amines and 1,3-diols through dialkyl carbonate chemistry
McElroy, Conrobert,Aricò, Fabio,Tundo, Pietro
experimental part, p. 1809 - 1815 (2012/08/29)
A one-pot green synthesis of 1,3-oxazinan-2-ones from amines and 1,3-diols in the presence of a dialkyl carbonate and potassium tert-butoxide is described. Four dialkyl carbonates were utilised: dimethyl carbonate, diethyl carbonate, diprop-2-yl carbonate, and tert-butyl methyl carbonate. The more hindered the dialkyl carbonate used, the higher the yield of 1,3-oxazinan-2-one. Four 1,3-diols were reacted having primary-primary, primary-secondary, primary-tertiary, and secondary-tertiary functionalities, with the yield of oxazinanone decreasing with increasing hindrance of the diol. In the case of the diols containing primary and either secondary or tertiary functionality, the substituent(s) were selectively found in the 6-position of the so-formed oxazinanone. The optimized conditions were then employed with different nucleophiles, namely phenylhydrazine, aniline, and n-octylamine.
New simple synthesis of N-substituted 1,3-oxazinan-2-ones
Trifunovic, Sreko,Dimitrijevic, Dejana,Vasic, Gordana,Radulovic, Niko,Vukicevic, Mirjana,Heinemann, Frank W.,Vukicevic, Rastko D.
experimental part, p. 943 - 946 (2010/04/30)
An efficient and simple synthesis of N-substituted 1,3-oxazinan-2-ones was developed that involves a three-component, one-pot reaction of readily available tetraethylammonium bicarbonate, 1,3-dibromopropane, and a primary amine in methanol at room temperature. l-Alanine can be used as the amino component to give the chiral product (2S)-2-(2-oxo-1,3-oxazinan-3-yl)propanoic acid. Georg Thieme Verlag Stuttgart ? New York.
The Cycloaddition of Heterocumulenes to Oxetanes in the Presence of Catalytic Amounts of Tetraphenylstibonium Iodide
Fujiwara, Masahiro,Baba, Akio,Matsuda, Haruo
, p. 1659 - 1663 (2007/10/02)
The cycloadditions of carbon dioxide, isocyanates and carbodiimides to oxetanes proceeded in the presence of catalytic amounts of tetraphenylstibonium iodide (1) under mild conditions, affording the corresponding six-membered heterocycles; 1,3-dioxan-2-ones, 1,3-oxazin-2-ones and 1,3-oxazin-2-imines in good yields, respectively.Moreover, the cycloaddition of 2-phenyloxetane proceeded via predominant ring-cleavage at substituted site.
Cycloaddition of Oxetanes with Heterocumulenes Catalyzed by Organotin-Lewis Base Complex
Shibata, Ikuya,Imoto, Takafumi,Baba, Akio,Matsuda, Haruo
, p. 361 - 363 (2007/10/02)
A series of 2-oxazinones 1-8 were synthesized from the cycloaddition reactions of oxetanes with isocyanates by utilizing the complex of diphenyltin diiodide with hexamethylphosphoric triamide (HMPA) as a catalyst.Moreover, the reactions with carbodiimides
NOVEL USE OF ORGANOTIN HALIDE-BASE COMPLEX IN ORGANIC SYNTHESIS. CYCLOADDITION REACTION OF OXETANE WITH ISOCYANATES.
Baba, Akio,Shibata, Ikuya,Fujiwara, Masahiro,Matsuda, Haruo
, p. 5167 - 5170 (2007/10/02)
Cycloadditions of oxetanes with isocyanates were markedly accelerated by the complex of Bu2SnI2 and Ph3P=O which could be readily handled and hardly caused a trimerization of isocyanates, yielding oxazin-2-ones under neutral and mild reaction conditions.
