Synthesis of Some Substituted Furans and Endoperoxides Via Singlet Oxygen Reactions | ||
| Journal of Education and Science | ||
| Article 13, Volume 30, Issue 5, December 2021, Pages 147-162 PDF (1.32 M) | ||
| Document Type: Research Paper | ||
| DOI: 10.33899/edusj.2021.131010.1183 | ||
| Authors | ||
| Noor M. Mahdi1; YASSIR S. M. AL-JAWAHERI* 2 | ||
| 1کلیة التربیة للعلوم الصرفة /جامعة الموصل / مدینة الموصل / العراق | ||
| 2Dep. Of chemistry college of education of pure science Mosul Uni. | ||
| Abstract | ||
| Cinnamaldehyde was used to condense with substituted acetophenone then with acetone to form substituted 2,4- diene -1- pentanone (1- 4), after two moles of cinnamaldehyde condense with one mole of acetone to form 1, 5- diphenyl nona- 8- tetraene -5 – one (5), for these reactions, sodium hydroxide was used as a catalyst, the resulted compounds reduced by Luche (specific reduction agent use cerium chloride as a catalyst with sodium borohydride to protect double bond) reaction to form 2,4- diene-1- methoxy pentane (6-9) and -5- methoxy nona- 1,3,6,8 – tetraene – 1,9 - diyl dibenzene (10), the resulted dienes compound converted to endoperoxides (11- 15) via singlet oxygen reaction in the present of Rose Bengal as a catalyst with light in chlorinated solvent and finally by appling of Appel reaction condition these compounds converted to furans (16- 20). All mechanisms of the reaction were listed. These compounds were identified by thin layer chromatography TLC, and by their physical properties in addition, the IR spectroscopy and 1HNMR. | ||
| Keywords | ||
| singlet oxygen,,; ,،,؛endoperoxide,,; ,،,؛furan,,; ,،,؛Rose Bengal catalyst | ||
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