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Synthesis of Spiro-lactams and Polysubstituted Pyrroles via Ceric Ammonium Nitrate-Mediated Oxidative Cyclization of N-Furan-2-ylmethyl-β-Enaminones

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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
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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.

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出版当年[2015]版:
大类 | 2 区 化学
小类 | 2 区 有机化学
最新[2025]版:
大类 | 2 区 化学
小类 | 2 区 有机化学
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出版当年[2014]版:
Q1 CHEMISTRY, ORGANIC
最新[2023]版:
Q1 CHEMISTRY, ORGANIC

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第一作者机构: [1]School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, PR China
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