154592-40-2Relevant articles and documents
Visible-light-promoted carboimination of unactivated alkenes for the synthesis of densely functionalized pyrroline derivatives
Cai, Sai-Hu,Xie, Jia-Hao,Song, Shengjin,Ye, Lu,Feng, Chao,Loh, Teck-Peng
, p. 5571 - 5574 (2016)
An efficient strategy which integrates visible-light-induced iminyl-radical formation with carboimination of unactivated alkenes has been developed for the easy access of densely functionalized pyrroline derivatives. With fac-[Ir(ppy)3] as photoredox catalyst, the acyl oximes were converted into iminyl radical intermediates by one electron reduction, and evolve through a cascade of intramolecular cyclization and intermolecular carbon radical trapping to give the functionalized pyrrolines. The utilization of silyl enol ethers as coupling partners not only allows the introduction of synthetically useful ketone functionalities but also renders catalyst regeneration without any external reductants. This protocol is characterized by its mild reaction conditions and the tolerance of a broad range of functionalities.
Method for synthesizing 2-methyl-5-phenyl-3,4-dihydro-2H-pyrrole compound
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Paragraph 0016-0018, (2019/07/29)
The invention discloses a method for synthesizing a 2-methyl-5-phenyl-3,4-dihydro-2H-pyrrole compound. the method comprises the following steps: adding gamma,delta-unsaturated oxime ether, samarium metal and iodine by one-pot method into a reaction contai
Visible-Light-Mediated Iminyl Radical Generation from Benzyl Oxime Ether: Synthesis of Pyrroline via Hydroimination Cyclization
Usami, Kaoru,Yamaguchi, Eiji,Tada, Norihiro,Itoh, Akichika
, p. 5714 - 5717 (2018/09/21)
The treatment of an O-(4-methoxybenzyl) oxime ether bearing an olefin substituent and 1-chloroanthraquinone (1-Cl-AQN) catalyst in 2-butanone under visible-light irradiation affords pyrroline via an iminyl radical intramolecular hydroimination. Mechanistic studies indicate that iminyl radical generation mainly proceeds by hydrogen abstraction of the photocatalyst from the benzyl position of the oxime. Moreover, the hydrogen atom was identified in circulation from the benzylic position of the substrates between AQN and 2-butanone to quench the carbon radical without requiring any additional reagents.