Novel synthesis of pseudopeptides bearing a difluoromethyl group by Ugi reaction and desulfanylation
Thirteen difluoromethyl-containing pseudopeptides were synthesized by Ugi reaction using the novel building block 2,2-difluoro-2-(phenylthio)acetic acid (2) as one component, followed by removal of the phenylsulfanyl protecting group in the presence of tributyltin hydride and azobisisobutyronitrile.
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Format: | Article |
Language: | English |
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Beilstein-Institut
2011-08-01
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Series: | Beilstein Journal of Organic Chemistry |
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Online Access: | https://doi.org/10.3762/bjoc.7.123 |
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author | Jingjing Wu Hui Li Song Cao |
author_facet | Jingjing Wu Hui Li Song Cao |
author_sort | Jingjing Wu |
collection | DOAJ |
description | Thirteen difluoromethyl-containing pseudopeptides were synthesized by Ugi reaction using the novel building block 2,2-difluoro-2-(phenylthio)acetic acid (2) as one component, followed by removal of the phenylsulfanyl protecting group in the presence of tributyltin hydride and azobisisobutyronitrile. |
first_indexed | 2024-12-14T19:37:18Z |
format | Article |
id | doaj.art-a4b7214524cf43968cdac3c1b7099328 |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-14T19:37:18Z |
publishDate | 2011-08-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
spelling | doaj.art-a4b7214524cf43968cdac3c1b70993282022-12-21T22:49:50ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972011-08-01711070107410.3762/bjoc.7.1231860-5397-7-123Novel synthesis of pseudopeptides bearing a difluoromethyl group by Ugi reaction and desulfanylationJingjing Wu0Hui Li1Song Cao2Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, ChinaShanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, ChinaShanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, ChinaThirteen difluoromethyl-containing pseudopeptides were synthesized by Ugi reaction using the novel building block 2,2-difluoro-2-(phenylthio)acetic acid (2) as one component, followed by removal of the phenylsulfanyl protecting group in the presence of tributyltin hydride and azobisisobutyronitrile.https://doi.org/10.3762/bjoc.7.123difluoromethyl functionalitygem-difluoromethylene-containing acidpseudopeptidesreductive cleavageUgi reaction |
spellingShingle | Jingjing Wu Hui Li Song Cao Novel synthesis of pseudopeptides bearing a difluoromethyl group by Ugi reaction and desulfanylation Beilstein Journal of Organic Chemistry difluoromethyl functionality gem-difluoromethylene-containing acid pseudopeptides reductive cleavage Ugi reaction |
title | Novel synthesis of pseudopeptides bearing a difluoromethyl group by Ugi reaction and desulfanylation |
title_full | Novel synthesis of pseudopeptides bearing a difluoromethyl group by Ugi reaction and desulfanylation |
title_fullStr | Novel synthesis of pseudopeptides bearing a difluoromethyl group by Ugi reaction and desulfanylation |
title_full_unstemmed | Novel synthesis of pseudopeptides bearing a difluoromethyl group by Ugi reaction and desulfanylation |
title_short | Novel synthesis of pseudopeptides bearing a difluoromethyl group by Ugi reaction and desulfanylation |
title_sort | novel synthesis of pseudopeptides bearing a difluoromethyl group by ugi reaction and desulfanylation |
topic | difluoromethyl functionality gem-difluoromethylene-containing acid pseudopeptides reductive cleavage Ugi reaction |
url | https://doi.org/10.3762/bjoc.7.123 |
work_keys_str_mv | AT jingjingwu novelsynthesisofpseudopeptidesbearingadifluoromethylgroupbyugireactionanddesulfanylation AT huili novelsynthesisofpseudopeptidesbearingadifluoromethylgroupbyugireactionanddesulfanylation AT songcao novelsynthesisofpseudopeptidesbearingadifluoromethylgroupbyugireactionanddesulfanylation |