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.

Bibliographic Details
Main Authors: Jingjing Wu, Hui Li, Song Cao
Format: Article
Language:English
Published: Beilstein-Institut 2011-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
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.
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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
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