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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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) |
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singlet oxygen,, ,،,؛endoperoxide,, ,،,؛furan,, ,،,؛rose bengal catalyst Education L Science (General) Q1-390 |
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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 |
_version_ |
1718404880733831168 |