Stereoselective synthesis of 4-substituted 1,2,3,4,10,10a-hexahydropyrazino[1,2-<Emphasis Type="Italic">a</Emphasis>]indoles |
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| Authors: | N E Golantsov A V Karchava V M Nosova M A Yurovskaya |
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| Institution: | (1) Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory, 119992 Moscow, Russian Federation;(2) State Scientific Center, Russian Federation “State Research Institute of Chemical Technology of Organoelement Compounds”, 38 sh. Entuziastov, 111123 Moscow, Russian Federation |
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| Abstract: | 4-Substituted 1,2,3,4-tetrahydropyrazino1,2-a]indoles were synthesized from 2-cyanoindole. (R)-4-Methyl-1,2,3,4-tetrahydropyrazino1,2-a]indole was obtained by the Mitsunobu reaction. Stereoselective reduction of 4-substituted 1,2,3,4-tetrahydropyrazino1,2-a]indoles gave 4-substituted 1,2,3,4,10,10a-hexahydropyrazino1,2-a]indoles. (4R, 10aR)-4-Methyl-1,2,3,4,10,10a-hexahydropyrazino1,2-a]indole was synthesized.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 221–225, January, 2005. |
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| Keywords: | 1 2 3 4 10 10a-hexahydropyrazino[1 2-a]indoles 1 2 3 4-tetrahydropyrazino[1 2-a]indoles N-substituted indoles reduction of nitriles 2-cyanoindole Mitsunobu reaction |
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