机构:[1]School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, PR China[2]Guangdong Provincial Academy of Chinese Medical Sciences, Guangzhou, 510006, PR China广东省中医院
Spiro-lactams and polysubstituted pyrroles were synthesized by reactions of furfurylamines with ynones followed by oxidation. Specifically, the protocol involved in situ generation of N-furan-2-ylmethyl-beta-enaminones and their subsequent oxidation by ceric ammonium nitrate (6 equiv for spiro-lactam formation, 3 equiv for pyrrole formation). This useful dearomatizing oxidation, which likely proceeds via a free-radical pathway, can be expected to extend the synthetic applications of furan and pyrrole derivatives.
基金:
National Natural
Science Foundation of China (nos. 21272078 and 21572068),
the Science and Technology Planning Project of Guangdong
Province, China (no. 2014A020221035), and the Program for New Century Excellent Talents in Universities (no. NCET-12-
0189).
第一作者机构:[1]School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, PR China
通讯作者:
推荐引用方式(GB/T 7714):
Peng Hui,Li Jiu-Yi,Wang Furong,et al.Synthesis of Spiro-lactams and Polysubstituted Pyrroles via Ceric Ammonium Nitrate-Mediated Oxidative Cyclization of N-Furan-2-ylmethyl-β-Enaminones[J].JOURNAL OF ORGANIC CHEMISTRY.2016,81(12):4939-4946.doi:10.1021/acs.joc.5b02919.
APA:
Peng, Hui,Li, Jiu-Yi,Wang, Furong,Liu, Bo&Yin, Biaolin.(2016).Synthesis of Spiro-lactams and Polysubstituted Pyrroles via Ceric Ammonium Nitrate-Mediated Oxidative Cyclization of N-Furan-2-ylmethyl-β-Enaminones.JOURNAL OF ORGANIC CHEMISTRY,81,(12)
MLA:
Peng, Hui,et al."Synthesis of Spiro-lactams and Polysubstituted Pyrroles via Ceric Ammonium Nitrate-Mediated Oxidative Cyclization of N-Furan-2-ylmethyl-β-Enaminones".JOURNAL OF ORGANIC CHEMISTRY 81..12(2016):4939-4946