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One-step pathway to selenoisobenzofuran-1(3H)-imine derivatives through highly selective selenocyclization of olefinic amides with benzeneselenyl chloride†
Xiwang Li,Pei He,Hai-Bing Zhou
Organic & Biomolecular Chemistry Pub Date : 03/01/2018 00:00:00 , DOI:10.1039/C8OB00179K
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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