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Synthesis of novel spiro[cyclopropane-indolizine] derivatives via magnesium-mediated conjugate addition of bromoform

Bin Liu,Xiaofang Li,Jie Zhang,Liyun Du,Rongjin Zeng

The reaction of 6,7-dihydroindolizin-8(5H)-one and an aromatic aldehyde yielded (E)-7-(arylmethylene)-6,7-dihydroindolizin-8(5H)-ones which underwent addition of bromoform in the presence of magnesium under N2 to give a novel series of 3-aryl-2,2-dibromo-5′H-spiro[cyclopropane-1,7′-indolizin]-8′(6′H)-one derivatives. The structures of the products were established by 1H NMR, 13C NMR, IR spectroscopy and mass spectra.

研究领域: 有机化学 · 药物化学

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JOURNAL OF ORGANIC CHEMISTRY · 2023 · IF 3.6

Magnesium-Mediated Umpolung Carboxylation of p-Quinone Methides with CO2

Yunying Yan,Jianjun Hao,Fenfen Xie,Fen Han,Linhai Jing,Pan Han

Magnesium-mediated reductive carboxylation of p-QMs with CO2 via an Umpolung strategy has been developed, which can be used for the preparation of various aryl acetic acids. This protocol featured high atom economy, mild conditions, and operational simplicity. The creation of this Umpolung carboxylation of p-QMs will unprecedentedly extend the application of p-QMs to nucleophilic reagents.

研究领域: 有机化学 · 环境化学

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RESEARCH ON CHEMICAL INTERMEDIATES · 2013 ·Vol. 41 ·期 4 ·2345-2352 · IF 0.88

Synthesis of novel spiro[cyclopropane-pyrrolizin] derivatives via Mg-mediated conjugate addition of bromoform

Liu Bin,Li Xiao Fang,Zhang Jie,Wang Meng Ting,Zeng Rong Jin

The conjugate addition of bromoform with 2-aryliene-2,3-dihydro-1 H -pyrrolizin-1-ones in the presence of magnesium afforded novel 2,2-dibromo-3-arylspiro[cyclopropane-1,2′-pyrrolizin]-1′(3′ H )-ones in moderate yield. The structures of all the products were characterized thoroughly by 1 H NMR, 13 C NMR, infrared spectroscopy, and mass spectrum.

研究领域: 有机化学 · 合成化学 · 光谱学

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Synthesis of novel spiro[cyclopropane-indolizine] derivatives via magnesium-mediated conjugate addition of bromoform

Magnesium-Mediated Umpolung Carboxylation of p-Quinone Methides with CO2

Synthesis of novel spiro[cyclopropane-pyrrolizin] derivatives via Mg-mediated conjugate addition of bromoform