27159-38-2Relevant articles and documents
Microwave-accelerated and efficient synthesis of structurally diverseN-(2,2-diphenylvinyl)-β-oxoamides
Chen, Xingpeng,Fu, Duo,Lei, Yelong,Xu, Jiaxi
, p. 7678 - 7689 (2021/09/22)
N-(2,2-Diphenylvinyl)-β-oxoamides are both the structural moiety of biologically active compounds and important synthetic intermediates. Structurally diverseN-(2,2-diphenylvinyl)-β-oxoamides are prepared efficiently from 2-diazo-1,3-dicarbonyl compounds andN-alkyl-2,2-diphenylaziridinesviaan electrophilic ring opening reaction under two different reaction conditions of reflux and microwave irradiation. 2-Diazo-1,3-dicarbonyl compounds undergo the Wolff rearrangement under heating to generate α-oxoketenes, which electrophilically react withN-alkylaziridines to directly produce structurally diverseN-(2,2-diphenylvinyl)-β-oxoamides in good to excellent yields under microwave irradiation. Microwave irradiation accelerates the reaction obviously and efficiently. Both 2-diazo-1,3-diketones and alkyl 2-diazo-3-oxoalkanoates work well. The reaction is catalyst-free and highly atom economical, involves only loss of nitrogen and does not require additives. The products are useful synthons for the convenient preparation of multisubstituted β-lactam derivatives.
Cycloaddition of Aziridine with CO2/CS2 Catalyzed by Amidato Divalent Lanthanide Complexes
Xie, Yueqin,Lu, Chengrong,Zhao, Bei,Wang, Qianyu,Yao, Yingming
, (2019/02/14)
This is the first time that the amidato lanthanide amides ({LnLn[N(SiMe3)2]THF}2 (n = 1, Ln = Eu (1); n = 2, Ln = Eu (3), Yb (4); HL1 = tBuC6H4CONHC6H3(iPr)2; HL2 = C6H5CONHC6H3(iPr)2) and {L3Eu[N(SiMe3)2]THF}{L32Eu(THF)2} (2) (HL3 = ClC6H4CONHC6H3(iPr)2)) were applied in the cycloaddition reactions of aziridines with carbon dioxide (CO2) or carbon disulfide (CS2) under mild conditions. The corresponding oxazolidinones and thiazolidine-2-thiones were obtained in good to excellent yields with good functional group tolerance.
Thermal azide-Alkene cycloaddition reactions: straightforward multi-gram access to Δ2-1,2,3-Triazolines in deep eutectic solvents
Sebest, Filip,Casarrubios, Luis,Rzepa, Henry S.,White, Andrew J. P.,Díez-González, Silvia
, p. 4023 - 4035 (2018/09/11)
The multi-gram synthesis of a wide range of 1,2,3-Triazolines via azide-Alkene cycloaddition reactions in a Deep Eutectic Solvent (DES) is reported. The role of DES in this transformation as well as the origin of the full product distribution was studied with an experimental/computational-DFT approach.