1132667-67-4Relevant academic research and scientific papers
An Assessment of Electrophilic N-Transfer of Oxaziridine with Different 2-, 3-, and 4-Carbon Donor–Acceptor Substrates to Furnish Diverse N-Containing Heterocycles in a Single Step
Ghosh, Asit,Chawla, Vatan,Banerjee, Prabal
, p. 3806 - 3814 (2019)
An assessment of the scope and limitations of electrophilic N-transfer of oxaziridine in the presence of MgI2 has been carried out with different donor–acceptor carbon substrates. One step access to multifunctional three-, four-, and five-membe
Synthesis of Diversely Substituted Imidazolidines via [3+2] Cycloaddition of 1,3,5-Triazinanes with Donor-Acceptor Aziridines and Their Anti-Tumor Activity
Shi, Zhichao,Fan, Tingting,Zhang, Xun,Zhan, Feng,Wang, Zhe,Zhao, Lei,Lin, Jin-Shun,Jiang, Yuyang
, p. 2619 - 2624 (2021/04/05)
A Y(OTf)3-catalyzed [3+2] cycloaddition of 1,3,5-triazinanes with donor-acceptor aziridines has been developed, accessing diversely substituted imidazolidines high efficiency. Mechanistic investigations support the formation of imidazolidines through an SN1-like pathway. Furthermore, these imidazolidines exhibit promising anti-tumor activity against a series of human cancer cell lines. (Figure presented.).
TfOH-catalyzed formal [3+2] cycloaddition of N-tosylaziridine dicarboxylates and nitriles: Synthesis of tetrafunctionalized 2-imidazolines
Zuo, Qinglu,Shi, Zhichao,Zhan, Feng,Wang, Zhe,Lin, Jin-Shun,Jiang, Yuyang
, (2020/01/13)
We developed an efficient method for synthesis of tetrafunctionalized 2-imidazolines using TfOH-catalyzed formal [3+2] cycloaddition of N-tosylaziridine dicarboxylates and nitriles. This is the first report of C–N bond cleavage of N-tosylaziridine dicarboxylates catalyzed by Br?nsted acid and the reaction worked well over wide scope of substrates in good to excellent yields under mild conditions. The method has the potential to be applied to pharmaceutical design and synthesis of tetrafunctionalized 2-imidazolines.
Construction of thiazines and oxathianes: Via [3 + 3] annulation of N -tosylaziridinedicarboxylates and oxiranes with 1,4-dithiane-2,5-diol: Application towards the synthesis of bioactive molecules
Varshnaya, Rohit Kumar,Banerjee, Prabal
, p. 5182 - 5190 (2017/07/10)
Lewis acid catalyzed [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with in situ generated mercaptoaldehyde for the synthesis of functionalized thiazine and oxathiane derivatives has been developed. Additionally, this method facilitates the derivatization of thiazines by detosylation and Krapcho monodecarboxylation.
Lewis Acid Catalyzed Annulation of Donor-Acceptor Cyclopropane and N-Tosylaziridinedicarboxylate: One-Step Synthesis of Functionalized 2H-Furo[2,3-c]pyrroles
Ghosh, Asit,Pandey, Ashok Kumar,Banerjee, Prabal
, p. 7235 - 7242 (2015/07/27)
An efficient MgI2-catalyzed annulation between donor-acceptor cyclopropane and N-tosylaziridinedicarboxylate to access highly substituted 2H-furo[2,3-c]pyrrole bearing two rings and four stereocenters, including one quaternary carbon stereocent
Direct aza-darzens aziridination of N-tosylimines with 2-bromomalonates for the synthesis of highly functionalized donor-acceptor aziridines
Wu, Xingxing,Li, Lei,Zhang, Junliang
, p. 3485 - 3489 (2013/02/22)
An approach to highly functionalized donor-acceptor aziridines by the aziridination of N-tosylimines and 2-bromomalonates in the presence of sodium hydride under mild conditions has been developed. The high-yielding reaction has a relatively broad scope and can be easily scaled up to the gram level.
Facile iodine(III)-induced oxidative cycloaddition of N-sulfonyl imines with methylene compounds under neutral conditions
Fan, Renhua,Wang, Linfei,Ye, Yang,Zhang, Jin
experimental part, p. 3857 - 3859 (2009/10/11)
An efficient oxidative cycloaddition of N-sulfonyl imines with methylene compounds using PhIO with a catalytic amount of KI under neutral conditions, which affords 2,2-difunctionalized aziridines in good to excellent yields, is reported.
Iodobenzene diacetate/tetrabutylammonium iodide-induced aziridination of N-tosylimines with activated methylene compounds under mild conditions
Fan, Renhua,Ye, Yang
scheme or table, p. 1526 - 1530 (2009/07/01)
Aziridination of N-tosylimines with activated methylene compounds induced by iodobenzene diacetate [PhI(OAc)2] and tetrabutylammonium bromide [Bu4NBr] afforded the corresponding 2,2-difunctionalized aziridines in good yields with the aid of a catalytic amount of base. The reaction is hypothesized to proceed via a tandem nucleophilic addition-oxidative cyclization pathway.
