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Optimizacija Suzukijeve reakcije u sintezi derivata 2-[(2-supstituiranih)fenil]pirola


Alešković, Marija; Basarić, Nikola; Mlinarić-Majerski, Kata
Optimizacija Suzukijeve reakcije u sintezi derivata 2-[(2-supstituiranih)fenil]pirola // XXII. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA
Zagreb, Hrvatska, 2011. (poster, međunarodna recenzija, sažetak, znanstveni)


Naslov
Optimizacija Suzukijeve reakcije u sintezi derivata 2-[(2-supstituiranih)fenil]pirola
(Optimization of the Suzuki coupling reaction in the synthesis of 2-[(2-substituted)phenyl]pyrrole derivatives)

Autori
Alešković, Marija ; Basarić, Nikola ; Mlinarić-Majerski, Kata

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
XXII. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA / - Zagreb, Hrvatska, 2011

Skup
XXII. HRVATSKI SKUP KEMIČARA I KEMIJSKIH INŽENJERA

Mjesto i datum
Zagreb, 13-16.02.2011

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Suzukijeve reakcije sinteze; piroli; arili
(Suzuki coupling; pyrroles; aryles)

Sažetak
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]

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Kata Majerski, )

Ustanove
Institut "Ruđer Bošković", Zagreb