ࡱ>  .bjbjss 4&,A]uuu84}" (1AAA   !!!!!!!$a$' "-u     "uuAA7" uAuA! !: ,!A0D !M"0}" ''!'u!        " ",   }"    '          : SYNTHESIS AND PHOTOCHEMICAL CYCLODEHYDROGENATION OF NEW OXAZOLE DERIVATIVES Ivana `aguda, Marija `indlera, and }eljko Marinib a Department of Organic chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Maruliev Trg 19, 10 000 Zagreb, Croatia isagud@fkit.hr b NMR Center, The Ruer Boakovi Institute, Bijeni ka cesta 54, Zagreb, Croatia Heterocyclic chemistry is the main subject of study in our group. Oxazole chemistry is extensive, it takes part in natural products, medicinal chemistry and material sciences []. Naphtooxazoles are of industrial interest as dyes in photography, and as optical brighteners for use in plastic materials []. There have been many different synthetic approaches to them. They include use of hazardous chemicals and very demanding reaction conditions []. We developed a way of synthesis that is practically green chemistry in its nature, by utilising light as a very clean source of energy []. The precursors 1 and 2, for the photochemical ring closure, were efficiently synthesized from the corresponding aldehydes and Van Leusen reagent.  EMBED ChemDraw.Document.6.0  To gain the final product prepared solutions of 1 and 2, with addition of iodine, were irradiated in a photochemical reactor with suitable wave length lamps. By electrocyclization final products 3 and 4 were gained in good yields.  EMBED ChemDraw.Document.6.0  All of the precursors are new oxazoles derivatives completely8`   D H $ & D F H ^ ǷӨǛӷsg[Hs$h#h#CJOJQJaJnHtHh:aCJOJQJaJh ?kCJOJQJaJh#h#CJOJQJaJh#CJOJQJaJhnyCJH*OJQJaJhzVCJH*OJQJaJhzVhzVCJOJQJaJhkhkCJH*OJQJaJhzVCJOJQJaJhkhImCJOJQJaJhkhIm5;aJh}5;aJhzV5;aJ  & D Wzak&hgdiLgd$a$gdcdgd $a$gd:a$a$gd#$a$gdk^ L ^ h # $ &   ʺp`E`5pph CJOJQJaJmH sH 4jh7h70JCJH*OJQJUaJmH sH h7CJOJQJaJmH sH hiLCJOJQJaJmH sH -jhhCJOJQJUaJmH sH h}CJOJQJaJmH sH $hhCJOJQJaJmH sH hnCJOJQJaJmH sH hkh#CJOJQJaJh>CJOJQJaJh#h#CJOJQJaJhnyCJOJQJaJ 1 3 4 VWXvwxyzಛwwg_[PH_5$hhoYCJOJQJaJmH sH jhm|ZUjiO h?UUVh50 jh50 UhCJOJQJaJmH sH 'h}h}5CJOJQJaJmH sH h}CJOJQJaJmH sH -jhiLhiLCJOJQJUaJmH sH $hiLhiLCJOJQJaJmH sH 4jhiLhiL0JCJH*OJQJUaJmH sH hiLCJOJQJaJmH sH hzCJOJQJaJmH sH z(=>CD`abjk~|~qfZfh *h6mH sH h *hmH sH hm|ZhcdCJaJUhm|ZCJaJjq"hm|ZUjriO hm|ZUVhcdjhcdUhCJOJQJaJhm|ZCJOJQJaJhFCJOJQJaJhFhFCJOJQJaJhAehAe5CJOJQJaJhAeCJOJQJaJhcdCJOJQJaJ" described by spectroscopic methods. This is the first example of photochemical synthesis of oxaza-arenes. [1] D.C. Palmer, Oxazoles: Synthesis, Reactions, and Spectroscopy in E.C. Taylor, P. Wipf The Chemistry of heterocyclic compounds; Part A, John Wiley and Sons Inc., New Jersey 2003, 2-3. [2] A. R. Katrizky et.al, J. Heterocycl. Chem. 30 (1993) 135-139 [3] V. V. Somayajulu, N. V. Subba Rao, Proceedings Indian Academy of Sciences, Section A 61(3) (2004) 139-145 [4] A. Albini, M. Fagnoni, Green Chem. 6 (2004) 1-6.     PAGE  $%*AUVXghl ûؠؔ؀xpxeYeMehiLhiL5mHsHhiLhiL6mHsHhiLhiLmHsHh7mHsHhiLmHsHhiLhiLmH sH hiL5mH sH hiLhiL5mH sH hiLhiL6mH sH h7h7mH sH h7h7h75 h76h7h76h7mH sH hiLmH sH hmH sH h *hmH sH h *h5mH sH  &'(,-.ÿ۴hm|ZhcdCJaJhIm hIm0JjhIm0JUjh~Uh~hiLhiLmHsHh7h7mHsHhchiLmHsH()*+,-.gd gdk&`#$2&P :p ?k{. 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