Optimization of the Suzuki coupling reaction in the synthesis of 2-[(2-substituted)phenyl]pyrrole derivatives (CROSBI ID 570626)
Prilog sa skupa u zborniku | sažetak izlaganja sa skupa | međunarodna recenzija
Podaci o odgovornosti
Alešković, Marija ; Basarić, Nikola ; Mlinarić-Majerski, Kata
engleski
Optimization of the Suzuki coupling reaction in the synthesis of 2-[(2-substituted)phenyl]pyrrole derivatives
The strategy for the synthesis of pyrrole derivatives having molecular skeletons similar to 1 and 2 was mostly based on tedious multistep synthetic procedures involving a condensation of the pyrrole ring. On the other hand, modern synthetic methods more often rely on the versatile use of Pd catalyzed C-C bond formation. [1] Herein, we describe a facile three-step synthetic protocol for the preparation of pyrrole derivatives 1 and 2 that involves Suzuki coupling of the N-protected pyrrole boronic acid 3 and nitrophenyl or cyanophenyl derivative, and subsequent hydrogenation to the corresponding amine. The Pd catalyzed cross coupling reaction is optimized, keeping in mind the easy availability of the reagents used in the synthesis, particularly inexpensive commercial catalysts and ligands. The scope of the reaction was tested on a wide range of substitued aryl halogenides, both with electron-donating and electron-withdrawing substituents, 4a-g. [2]
Suzuki coupling; pyrroles; aryles
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Podaci o prilogu
222-x.
2011.
objavljeno
Podaci o matičnoj publikaciji
XXII. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA
Zagreb:
Podaci o skupu
XXII.Hrvatski skup kemičara i kemijskih inženjera
poster
13.02.2011-16.02.2011
Zagreb, Hrvatska