A novel application of solid acid catalysts in the chemoselective Friedel-Crafts (FC) alkylation of indoles is reported. The optimal protocol allows highly functionalized indolyl compds. to be synthesized in excellent yields through conjugate addn. of indoles with a,b-unsatd. ketones and nitro compds. Finally, the use of com. Amberlyst-15 as the heterogeneous catalyst for highly atom efficient continuous and semicontinuous Friedel-Crafts processes is described.
Solid acids catalysed Michael-type conjugate addition of indoles to electron-poor C-C double bonds: towards high atom economy semi-continuous processes
BANDINI, MARCO;UMANI RONCHI, ACHILLE
2004
Abstract
A novel application of solid acid catalysts in the chemoselective Friedel-Crafts (FC) alkylation of indoles is reported. The optimal protocol allows highly functionalized indolyl compds. to be synthesized in excellent yields through conjugate addn. of indoles with a,b-unsatd. ketones and nitro compds. Finally, the use of com. Amberlyst-15 as the heterogeneous catalyst for highly atom efficient continuous and semicontinuous Friedel-Crafts processes is described.File in questo prodotto:
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