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 CeCl3â7H2O-NaI-SiO2 system catalyzes the addition of a variety of indoles and nitroalkenes, giving 2-indolyl-1-nitroalkane derivatives in good yields. Develop-ment of this method has resulted in a new protocol for the synthesis of 4-substituted â-carbolines.
G. Bartoli, M. Bosco, S. Giuli, A. Giuliani, L. Lucarelli, E. Marcantoni, et al. (2005). Efficient Preparation of 2-Indolyl-1-nitroalkane Derivatives Employing Nitroalkenes as Versatile Michael Acceptors: New Practical Linear Approach to Alkyl 9H-b-Carboline-4-carboxylate. JOURNAL OF ORGANIC CHEMISTRY, 70, 1941-1944 [10.1021/jo048776w].
Efficient Preparation of 2-Indolyl-1-nitroalkane Derivatives Employing Nitroalkenes as Versatile Michael Acceptors: New Practical Linear Approach to Alkyl 9H-b-Carboline-4-carboxylate
BARTOLI, GIUSEPPE;BOSCO, MARCELLA;SAMBRI, LETIZIA;
2005
Abstract
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 CeCl3â7H2O-NaI-SiO2 system catalyzes the addition of a variety of indoles and nitroalkenes, giving 2-indolyl-1-nitroalkane derivatives in good yields. Develop-ment of this method has resulted in a new protocol for the synthesis of 4-substituted â-carbolines.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
