Naslov
Photochemical approach to naphthoxazoles and fused hetero-benzoxazoles from 5-(phenyl/heteroarylethenyl)oxazoles

Autori
Šagud, Ivana ; Faraguna, Fabio ; Marinić, Željko ; Šindler-Kulyk, Marija

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

Izvornik
Program & Book of Abstract, Math/Chem/Comp 2011 / / Graovac, Ante ; Pokrić, Biserka - : Hum naklada, 2011, 41-41

ISBN
978-953-6954-23-0

Skup
Math/Chem/Comp 2011

Mjesto i datum
Dubrovnik, Hrvatska, 13.06.2011. - 18.06.2011

Vrsta sudjelovanja
Ostalo

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
oxazoles; photoelectrocyclization; heterostilbenes; styryloxazoles

Sažetak
A new synthetic approach is presented for the synthesis of naphthoxazoles and fused heterobenzoxazoles. The starting 5−(aryl/furyl/thienyl/pyridyl ethenyl)oxazoles are prepared from the corresponding α, β−unsaturated aldehydes using Van Leusen reagent in very good yields and are transformed into naphthoxazoles and fused heterobenzoxazoles on irradiation under aerobic conditions and in the presence of iodine. All new compounds are characterized by spectroscopic methods. As the starting aldehydes for the reactions with TosMIC were all in trans configuration the obtained 5 − aryl/heteroaryl − ethenyloxazoles retained the trans configuration which is clearly seen from the coupling constants of ethylene protons (J = 16 Hz) in 1 H NMR. It is interesting that H − 2 and H − 4 oxazole protons of all Ar/Het − ethenyloxazole derivatives appear at the same δvalues, around 7.8 and 7.1 ppm, respectively. The two ethylene protons were also found in all examples in a similar narrow region as two doublets at 6.7 − 7.0 and 6.9 − 7.1 ppm, respectively.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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