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  • Efficient preparation of 2-indolyl-1-nitroalkane derivatives employing nitroalkenes as versatile Michael acceptors: new practical linear approach to alkyl 9h-beta-carboline-4-carboxylate.

Efficient preparation of 2-indolyl-1-nitroalkane derivatives employing nitroalkenes as versatile Michael acceptors: new practical linear approach to alkyl 9h-beta-carboline-4-carboxylate.

The Journal of organic chemistry (2005-02-26)
Giuseppe Bartoli, Marcella Bosco, Sandra Giuli, Arianna Giuliani, Laura Lucarelli, Enrico Marcantoni, Letizia Sambri, Elisabetta Torregiani
RÉSUMÉ

The combination of cerium(III) chloride heptahydrate and sodium iodide supported on silica gel is known to promote Michael-type additions. Continuing our work on solvent-free conditions, the CeCl3.7H2O-NaI-SiO2 system catalyzes the addition of a variety of indoles and nitroalkenes, giving 2-indolyl-1-nitroalkane derivatives in good yields. Development of this method has resulted in a new protocol for the synthesis of 4-substituted beta-carbolines.

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Sigma-Aldrich
Cerium(III) chloride heptahydrate, purum p.a., ≥98.0% (AT)