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Efficient palladium-mediated or base-induced 5-endo-dig cyclisation of C5-alkynylated pyrimidine derivatives: conventional and microwave-assisted synthesis of novel furo[2, 3-d]pyrimidines


Gazivoda Kraljević, Tatjana; Bistrović, Andrea; Dedić, Matea; Kraljević Pavelić, Sandra; Sedić, Mirela; Raić-Malić, Silvana
Efficient palladium-mediated or base-induced 5-endo-dig cyclisation of C5-alkynylated pyrimidine derivatives: conventional and microwave-assisted synthesis of novel furo[2, 3-d]pyrimidines // Tetrahedron letters, 53 (2012), 38; 5144-5147 doi:10.1016/j.tetlet.2012.07.068 (međunarodna recenzija, članak, znanstveni)


Naslov
Efficient palladium-mediated or base-induced 5-endo-dig cyclisation of C5-alkynylated pyrimidine derivatives: conventional and microwave-assisted synthesis of novel furo[2, 3-d]pyrimidines

Autori
Gazivoda Kraljević, Tatjana ; Bistrović, Andrea ; Dedić, Matea ; Kraljević Pavelić, Sandra ; Sedić, Mirela ; Raić-Malić, Silvana

Izvornik
Tetrahedron letters (0040-4039) 53 (2012), 38; 5144-5147

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
5-alkynylpyrimidines ; furo[2 ; 3-d]pyrimidines ; N-methoxymethylated pyrimidine derivatives ; Sonogashira cross-coupling reaction ; 5-endo-dig cyclisation

Sažetak
A series of the novel 5-alkynyl- and furo[2, 3-d]pyrimidine derivatives in which the sugar moiety is replaced by a methoxymethyl (MOM) group is synthesised using the Sonogashira cross-coupling reaction under both conventional and microwave conditions, in good to excellent yields. The 5-endo-dig cyclisation of 5-alkynylpyrimidine derivatives promoted by a Pd-catalyst or base gives the corresponding furo[2, 3-d]pyrimidines in good yields.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
125-0982464-2925 - Razvoj i primjena novih molekula u pozitron-emisijskoj tomografiji (PET) (Silvana Raić-Malić, )
335-0000000-3532 - Uloga IGF2 i signalni putovi nizvodno u karcinomima pluća čovjeka (Sandra Kraljević Pavelić, )

Ustanove
Fakultet kemijskog inženjerstva i tehnologije, Zagreb,
Sveučilište u Rijeci - Odjel za biotehnologiju

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


Citati