Pregled bibliografske jedinice broj: 495072
Optimization of the Suzuki coupling reaction in the synthesis of 2-[(2-substituted)phenyl]pyrrole derivatives
Optimization of the Suzuki coupling reaction in the synthesis of 2-[(2-substituted)phenyl]pyrrole derivatives // Journal of heterocyclic chemistry, 48 (2011), 6; 1329-1335 doi:10.1002/jhet.792 (međunarodna recenzija, članak, znanstveni)
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Naslov
Optimization of the Suzuki coupling reaction in the synthesis of 2-[(2-substituted)phenyl]pyrrole derivatives
Autori
Alešković, Marija ; Basarić, Nikola ; Mlinarić-Majerski, Kata
Izvornik
Journal of heterocyclic chemistry (0022-152X) 48
(2011), 6;
1329-1335
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
synthesis of aminoarylpyrroles; Suzuki-Miyaura coupling; 2-(o-substituted aryl)pyrroles; Pd-catalyzed cross coupling
Sažetak
A facile three-step synthesis of 2-(2-aminophenyl)pyrrole (1) and 2-(2- aminomethylphenyl)pyrrole (2) is reported by use of Suzuki coupling of N-Boc-pyrrol-2-yl boronic acid (3) and o-substituted aryl halogenides, followed by hydrogenation. The Pdcatalyzed cross coupling reaction is optimized to be applicable to a wide range of substitued aryl halogenides, with electron-donating and electron-withdrawing substituents, 5a-g. Moreover, Pdcatalyzed coupling of o-bromoaniline and 3 could be applied for the one step preparation of pyrrolo[1, 2-c]quinazolin-5(6H)-one (8). Keywords: Synthesis of aminoarylpyrroles, Suzuki-Miyaura coupling, 2-(o-substituted aryl)pyrroles, Pd-catalyzed cross coupling
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Majerski, Kata, MZOS ) ( CroRIS)
Ustanove:
Institut "Ruđer Bošković", Zagreb
Citiraj ovu publikaciju:
Časopis indeksira:
- Current Contents Connect (CCC)
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus