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Issue 12, 2018
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One-step pathway to selenoisobenzofuran-1(3H)-imine derivatives through highly selective selenocyclization of olefinic amides with benzeneselenyl chloride

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Abstract

A 1,4-diazabicyclo[2.2.2]octane (DABCO) catalyzed selenocyclization of olefinic amides was achieved under mild reaction conditions. The reaction formed various benzeneselenyl substituted isobenzofuran-1(3H)-imine derivatives in good yields. The product was determined using single-crystal X-ray analysis. For compound 2u, the relative stereochemistry was established on the basis of NOESY NMR studies.

Graphical abstract: One-step pathway to selenoisobenzofuran-1(3H)-imine derivatives through highly selective selenocyclization of olefinic amides with benzeneselenyl chloride

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Publication details

The article was received on 22 Jan 2018, accepted on 28 Feb 2018 and first published on 01 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00179K
Citation: Org. Biomol. Chem., 2018,16, 2150-2155
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    One-step pathway to selenoisobenzofuran-1(3H)-imine derivatives through highly selective selenocyclization of olefinic amides with benzeneselenyl chloride

    X. Li, P. He, H. Zhou and C. Dong, Org. Biomol. Chem., 2018, 16, 2150
    DOI: 10.1039/C8OB00179K

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