Synthesis of Some Substituted Furans and Endoperoxides Via Singlet Oxygen Reactions

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 wa...

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Autores principales: YASSIR AL-JAWAHERI, Noor M. Mahdi
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Publicado: College of Education for Pure Sciences 2021
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Acceso en línea:https://doaj.org/article/84cb23ed8fa54371b0805433d4ec0b13
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spelling oai:doaj.org-article:84cb23ed8fa54371b0805433d4ec0b132021-12-01T14:54:26ZSynthesis of Some Substituted Furans and Endoperoxides Via Singlet Oxygen Reactions1812-125X2664-253010.33899/edusj.2021.131010.1183https://doaj.org/article/84cb23ed8fa54371b0805433d4ec0b132021-12-01T00:00:00Zhttps://edusj.mosuljournals.com/article_169742_e9ac877d2afaba63acceb46f4541bda3.pdfhttps://doaj.org/toc/1812-125Xhttps://doaj.org/toc/2664-2530Cinnamaldehyde 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.YASSIR AL-JAWAHERINoor M. MahdiCollege of Education for Pure Sciencesarticlesinglet oxygen,,,،,؛endoperoxide,,,،,؛furan,,,،,؛rose bengal catalystEducationLScience (General)Q1-390ARENمجلة التربية والعلم, Vol 30, Iss 5, Pp 147-162 (2021)
institution DOAJ
collection DOAJ
language AR
EN
topic singlet oxygen,,
,،,؛endoperoxide,,
,،,؛furan,,
,،,؛rose bengal catalyst
Education
L
Science (General)
Q1-390
spellingShingle singlet oxygen,,
,،,؛endoperoxide,,
,،,؛furan,,
,،,؛rose bengal catalyst
Education
L
Science (General)
Q1-390
YASSIR AL-JAWAHERI
Noor M. Mahdi
Synthesis of Some Substituted Furans and Endoperoxides Via Singlet Oxygen Reactions
description 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.
format article
author YASSIR AL-JAWAHERI
Noor M. Mahdi
author_facet YASSIR AL-JAWAHERI
Noor M. Mahdi
author_sort YASSIR AL-JAWAHERI
title Synthesis of Some Substituted Furans and Endoperoxides Via Singlet Oxygen Reactions
title_short Synthesis of Some Substituted Furans and Endoperoxides Via Singlet Oxygen Reactions
title_full Synthesis of Some Substituted Furans and Endoperoxides Via Singlet Oxygen Reactions
title_fullStr Synthesis of Some Substituted Furans and Endoperoxides Via Singlet Oxygen Reactions
title_full_unstemmed Synthesis of Some Substituted Furans and Endoperoxides Via Singlet Oxygen Reactions
title_sort synthesis of some substituted furans and endoperoxides via singlet oxygen reactions
publisher College of Education for Pure Sciences
publishDate 2021
url https://doaj.org/article/84cb23ed8fa54371b0805433d4ec0b13
work_keys_str_mv AT yassiraljawaheri synthesisofsomesubstitutedfuransandendoperoxidesviasingletoxygenreactions
AT noormmahdi synthesisofsomesubstitutedfuransandendoperoxidesviasingletoxygenreactions
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