178923-60-9Relevant academic research and scientific papers
Synthesis of Exclusively 4-Substituted β-Lactams through the Kinugasa Reaction Utilizing Calcium Carbide
Hosseini, Abolfazl,Schreiner, Peter R.
supporting information, p. 3746 - 3749 (2019/05/24)
A new Kinugasa reaction protocol has been elaborated for the one-pot synthesis of 4-substituted β-lactams utilizing calcium carbide and nitrone derivatives. Calcium carbide is thereby activated by TBAF·3H2O in the presence of CuCl/NMI. The ease of synthesis and use of inexpensive chemicals provides rapid access of practical quantities of β-lactams exclusively substituted at position 4.
Visible-light-mediated anti-regioselective nitrone 1, 3-dipolar cycloaddition reaction and synthesis of bisindolylmethanes
Zheng, Lewei,Gao, Fei,Yang, Chao,Gao, Guo-Lin,Zhao, Yating,Gao, Yuan,Xia, Wujiong
supporting information, p. 5086 - 5089 (2017/11/07)
The development of photoredox reactions of 1, 3- dipolar cycloaddition of nitrones with alkenes is reported. It offers an efficient synthetic method to obtain isoxazolidine derivatives under mild conditions in synthetically useful yields. The nitrones are cyclized with oxidizable styrenes and aliphatic alkenes via a polar radical crossover cycloaddition reaction through photocatalytic reaction without additives. In addition, bis(indole)methanes can also be prepared through this method.
Iron-Catalyzed Cyclization of Nitrones with Geminal-Substituted Vinyl Acetates: A Direct [4 + 2] Assembly Strategy Leading to 2,4-Disubstituted Quinolines
Zhong, Mingbing,Sun, Song,Cheng, Jiang,Shao, Ying
, p. 10825 - 10831 (2016/11/29)
An iron-catalyzed intermolecular [4 + 2] cyclization of arylnitrones with geminal-substituted vinyl acetates was developed for the synthesis of 2,4-disubstituted quinolines in moderate to good yields with good functional group compatibilities. Preliminary mechanistic studies suggest a plausible iron-catalyzed C-H activation process under external-oxidant-free conditions.
Rhodium-catalyzed cyclization of diynes with nitrones: A formal [2+2+5] approach to bridged eight-membered heterocycles
Wang, Chunxiang,Wang, Dongping,Yan, Hao,Wang, Haolong,Pan, Bin,Xin, Xiaoyi,Li, Xincheng,Wu, Fan,Wan, Boshun
supporting information, p. 11940 - 11943 (2015/01/09)
N-aryl-substituted nitrones were employed as fiveatom coupling partners in the rhodium-catalyzed cyclization with diynes. In this reaction, the nitrone moiety served as a directing group for the catalytic C-H activation of the N-aryl ring. This formal [2+2+5] approach allows rapid access to bridged eight-membered heterocycles with broad substrate scope. The results of this study may provide new insight into the chemistry of nitrones and find applications in the synthesis of other heterocycles,.
An asymmetric hetero-claisen approach to 3-alkyl-3-aryloxindoles
Duguet, Nicolas,Slawin, Alexandra M.Z.,Smith, Andrew D.
supporting information; experimental part, p. 3858 - 3861 (2009/12/05)
The reaction of a chiral N-phenylnitrone derived from Garner's aldehyde with alkylarylketenes generates 3-alkyl-3-aryloxindoles directly in excellent yields and with good to excellent levels of enantioselectivity (up to 90% ee).
