A palladium- and copper-free cross-coupling of ethyl 3-halo-2-propynoates with 4,5,6,7-tetrahydroindoles on alumina |
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| Authors: | B.A. Trofimov L.N. Sobenina Z.V. Stepanova I.A. Ushakov |
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| Affiliation: | a A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St., Irkutsk 664033, Russian Federation
b Department of Chemistry and Biochemistry, University of Windsor, 401 Sunset Ave., N9B 3P4 Windsor, ON, Canada |
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| Abstract: | Ethyl 3-halo-2-propynoates undergo facile (no heating, no base, no solvent) palladium- and copper-free cross-coupling with 4,5,6,7-tetrahydroindoles on alumina to afford the corresponding 4,5,6,7-tetrahydroindole-2-propynoates in 46% and 71% yields. The yield of the by-products [ethyl 3,3-di(4,5,6,7-tetrahydro-1H-indol-2-yl)acrylates] under appropriate conditions can reach 79%. |
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| Keywords: | 4,5,6,7-Tetrahydroindoles Pyrroles Ethyl 3-halo-2-propynoates Alumina Cross-coupling 4,5,6,7-Tetrahydroindole-2-propynoates Ethyl 3,3-di(4,5,6,7-tetrahydro-1H-indol-2-yl)acrylates |
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