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 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.
Bartoli
Giuseppe
G
Dipartimento di Scienze Chimiche, Università di Camerino, via S. Agostino 1, I-62032 Camerino (MC), Italy.
Bosco
Marcella
M
Giuli
Sandra
S
Giuliani
Arianna
A
Lucarelli
Laura
L
Marcantoni
Enrico
E
Sambri
Letizia
L
Torregiani
Elisabetta
E
D000473:Alkanes / Q000138:chemical synthesis*; D000475:Alkenes / Q000737:chemistry*; D002243:Carbolines / Q000138:chemical synthesis*; D002264:Carboxylic Acids / Q000138:chemical synthesis*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000138:chemical synthesis*
D000473:Alkanes; D000475:Alkenes; D002243:Carbolines; D002264:Carboxylic Acids; D009574:Nitro Compounds