Naslov
Synthesis of naphthoxazoles by photocyclization of 4-/5-(phenylethenyl)oxazoles

Autori
Šagud, Ivana ; Šindler-Kulyk, Marija ; Škorić, Irena ; Kelava, Vanja ; Marinić, Željko

Izvornik
European journal of organic chemistry (1434-193X) 2018 (2018), 25; 3326-3335

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

Ključne riječi
polycyclic oxazoles ; photocyclization ; biological activity ; Van Leusen ; Wittig reaction

Sažetak
Promising test results on biological activity of our previously described naphtho[1, 2- d]oxazoles and heterobenz[1, 2-d]oxazoles, obtained by photochemical cyclization of 5- phenylethenyl- and 5-heteroarylethenyloxazoles, prompted us to continue with the photochemical synthesis of diverse substituted naphtho[1, 2- d]oxazoles and extend the photochemical cyclization to naphtho/heterobenz[2, 1- d]oxazoles going from 4- (aryl/heteroarylethenyl)oxazoles. Required p- and o-phenyl-substituted 5-arylethenyloxazoles were prepared from the corresponding α, β- unsaturated aldehydes and the TosMIC reagent by Van Leusen reaction. For the preparation of the substituted 4-(aryl/heteroarylethenyl)oxazoles the Wittig reaction was used starting from the selected diverse phosphonium salts and the 2- H/methyl-4-oxazolecarbaldehydes.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA