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.
β-amino alcohols and their respective 2-phenyl-N-alkyl aziridines as potential DNA minor groove binders
Vaidergorn, Miguel M.,Carneiro, Zumira A.,Lopes, Carla D.,de Albuquerque, Sérgio,Reis, Felipe C.C.,Nikolaou, Sofia,Mello, Juliana F.R. e,Genesi, Giovani L.,Trossini, Gustavo H.G.,Ganesan,Emery, Flavio S.
, p. 657 - 664 (2018/08/23)
It is known that aziridines and nitrogen mustards exert their biological activities, especially in chemotherapy, via DNA alkylation. The studied scaffold, 2-phenyl-1-aziridine, provides a distinct conformation compared to commonly used aziridines, and the
