Synthesis of 4-substituted azepino[3,4-b]indole-1,5-diones |
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| Affiliation: | a Institut de Chimie Organique et Analytique, UMR-CNRS 6005, Université d'Orléans, BP 6759, 45067 Orléans Cedex 2, France
b Laboratoire de Chimie Organique 1, Université Claude Bernard-Lyon 1, UMR-CNRS 5622, CPE-Bâtiment 308, 43 Boulevard du 11 Novembre 1918, 69622 Villeurbanne Cedex, France |
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| Abstract: | Mono- or dibromo derivatives 2 and 3 were prepared by an efficient two-step route from 10-methyl-azepino[3,4-b]indole-1,5-dione 1. Elimination reaction on 2 gave access to 4-bromo-10-methyl-2H,10H-azepino[3,4-b]indole-1,5-diones 4. Finally, 4-substituted 10-methyl-2H,10H-azepino[3,4-b]indole-1,5-diones 6-14 were synthesised in good yields from 4 via palladium-mediated cross-coupling reactions. |
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| Keywords: | elimination cross-coupling reactions seven-membered ring |
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