126690-80-0Relevant articles and documents
Selectivity aspects of the ring opening reaction of 2-alkenyl aziridines by carbon nucleophiles
Cunha, Rodrigo L.O.R.,Diego, Dennis G.,Simonelli, Fábio,Comasseto, Jo?o V.
, p. 2539 - 2542 (2005)
A series of common organometallic reagents were used in the reaction with an acyclic and a cyclic activated 2-alkenyl aziridines and the selectivity aspects for each aziridine was addressed.
Diastereoselective Palladium-Catalyzed (3 + 2)-Cycloadditions from Cyclic Imines and Vinyl Aziridines
Spielmann, Kim,Lee, Arie Van Der,De Figueiredo, Renata Marcia,Campagne, Jean-Marc
, p. 1444 - 1447 (2018)
The synthesis of cyclic imidazolidines via two N-C bond-forming sequences has been developed. The transformation goes through a (3 + 2)-cycloaddition reaction in the presence of catalytic amounts of palladium by combining several vinyl aziridines and cyclic N-sulfonyl imines. Interestingly, the use of LiCl as additive allowed the improvement of diastereoselectivities when less encumbered substrates were used. The imidazolidine derivatives that bear aminal cores are isolated in high yields (15 examples, up to 96% yield) and diastereoselectivities (up to >20:1).
Visible-Light Photoredox-Catalyzed Formal [5 + 1] Cycloaddition of N-Tosyl Vinylaziridines with Difluoroalkyl Halides
Liu, Yantao,Luo, Wen,Wang, Zhenjie,Zhao, Yuxin,Zhao, Jingjing,Xu, Xuejun,Wang, Chaojie,Li, Pan
supporting information, p. 9658 - 9664 (2020/12/21)
A visible-light photoredox-catalyzed formal [5 + 1] cycloaddition of N-tosyl vinylaziridines with difluoroalkyl halides as unique C1 synthons was developed. The procedure provides an efficient and practical method to synthesize diverse pyridines in moderate to good yields. The reaction underwent a radical-initiated kinetically controlled ring-opening of vinylaziridines and involved a key α,β-unsaturated imine intermediate, followed by an E2 elimination, a 6πelectrocyclization, and defluorinated aromatization.
