37460-51-8Relevant academic research and scientific papers
Synergetic activation of CO2by the DBU-organocatalyst and amine substrates towards stable carbamate salts for synthesis of oxazolidinones
Chen, Xiao-Chao,Liu, Ye,Lu, Yong,Yao, Yin-Qing,Zhao, Kai-Chun
, p. 7072 - 7082 (2021/11/17)
The development of an efficient methodology to transform CO2 into valuable chemicals has attracted increasing attention concerning the challenging issues of CO2-utilization. Herein, an efficient approach for the preparation of oxazolidinones from CO2, primary (aliphatic/aromatic) amines and 1,2-dichloroethane (or its derivatives) catalyzed by DBU organo-superbase was achieved with yields of 47-97% under mild conditions (80-100 °C, 12 h, 1.0 MPa CO2). Control experiments demonstrated that the formation of an ion-pair carbamate salt intermediate IS-B derived from the reaction of CO2, DBU (catalyst) and an amine (substrate) was the key step for this three-component reaction. The available DBU-amine-CO2 adduct intermediate (like IS-B-2) with fair stability will evolve into the thermodynamically stable product oxazolidinones upon attack of 1,2-dichloroethane (or its derivatives), along with the regeneration of the DBU catalyst. Alternatively, the decomposition of the DBU-aryl amine-CO2 adduct (like IS-B-1) with relatively poor stability also could result in the competitive substitution reaction of 1,2-dichloroethane (or its derivatives) with the aryl amine. This work provides insights into synergetic CO2-activation by the DBU-catalyst and a nucleophilic amine-substrate via the formation of robust carbamate salt intermediates responsible for the final production of oxazolidinones. This journal is
Iron(II) complexes with tetradentate bis(aminophenolate) ligands: Synthesis and characterization, solution behavior, and reactivity with O2
Whiteoak, Christopher J.,Torres Martin De Rosales, Rafael,White, Andrew J. P.,Britovsek, George J. P.
supporting information; experimental part, p. 11106 - 11117 (2011/02/27)
Tetradentate bis(aminophenolate) ligands H2salanX and H2bapenX (where X refers to the para-phenolate substituent = H, Me, F, Cl) react with [Fe{N(SiMe3)2} 2] to form iron(II) com
Facile synthesis of 1,3,6-oxadiazepines from 2,2′-(1,2-ethanediyldiimino)bisphenols
Ochoa, Ma.Eugenia,Rojas-Lima, Susana,H?pfl, Herbert,Rodríguez, Patricia,Castillo, Dolores,Farfán, Norberto,Santillan, Rosa
, p. 55 - 64 (2007/10/03)
A useful sequence of reactions for the syntheses of a variety of heterocyclic systems including an oxadiazepine ring is described. The key step involves the condensation of substituted 2,2′-(1,2-ethanediyldiimino)bisphenols with ethanedial to provide stereoselectively the 6a,7a-trans-6,6a,7a,8,15,16-hexahydro[1,4]benzoxazine[4′,3′:6,7] [1,3,6]oxadiazepino[2,3-c][1,4]-benzoxazine-6,8-diol framework, as established by X-ray diffraction analyses.
