585529-12-0Relevant articles and documents
Merging Photoredox/Nickel Catalysis for Cross-Electrophile Coupling of Aziridines with Pyridin-1-ium Salts via Dearomatization
Xu, Chong-Hui,Li, Jin-Heng,Xiang, Jian-Nan,Deng, Wei
supporting information, p. 3696 - 3700 (2021/05/04)
Merging photoredox/nickel catalysis enabling the cross-electrophile coupling of aziridines with pyridin-1-ium salts involving dearomatization for the synthesis of β-(1,4-dihydropyridin-4-yl)-ethylamines, especially including bioactive motif-based analogue
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.
A Bulky Thiyl-Radical Catalyst for the [3+2] Cyclization of N-Tosyl Vinylaziridines and Alkenes
Hashimoto, Takuya,Takino, Kohei,Hato, Kazuki,Maruoka, Keiji
, p. 8081 - 8085 (2016/09/13)
Thiyl-radical-catalyzed cyclization reactions of N-tosyl vinylaziridines and alkenes were developed as a new synthetic method for the generation of substituted pyrrolidines. The key to making this process accessible to a broad range of substrates is the use of a sterically demanding thiyl radical, which prevents the undesired degradation of the catalyst.
