Visible light mediated aerobic oxidative hydroxylation of 2-oxindole-3-carboxylate esters: an alternative approach to 3-hydroxy-2-oxindoles

A convenient aerobic oxidative hydroxylation of 3-substituted oxindoles under mild reaction conditions is described herein. This process was accomplished by the activation of molecular oxygen in the air in the presence of a photocatalyst under the irradiation of visible light. The desired product wa...

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Main Authors: Wang Jinge, Osman Siyitemer, Lu Xinjiang, Chen Junyi, Xia Xu-Dong
Format: Article
Language:English
Published: De Gruyter 2020-11-01
Series:Heterocyclic Communications
Subjects:
Online Access:http://www.degruyter.com/view/j/hc.2020.26.issue-1/hc-2019-0114/hc-2019-0114.xml?format=INT
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author Wang Jinge
Osman Siyitemer
Lu Xinjiang
Chen Junyi
Xia Xu-Dong
author_facet Wang Jinge
Osman Siyitemer
Lu Xinjiang
Chen Junyi
Xia Xu-Dong
author_sort Wang Jinge
collection DOAJ
description A convenient aerobic oxidative hydroxylation of 3-substituted oxindoles under mild reaction conditions is described herein. This process was accomplished by the activation of molecular oxygen in the air in the presence of a photocatalyst under the irradiation of visible light. The desired product was delivered in up to 89% yield without the addition of base or stoichiometric oxidant.
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spelling doaj.art-48ba6f7eddf0451d8ec36c100b7201952022-12-21T21:31:21ZengDe GruyterHeterocyclic Communications2191-01972020-11-0126116817510.1515/hc-2019-0114hc-2019-0114Visible light mediated aerobic oxidative hydroxylation of 2-oxindole-3-carboxylate esters: an alternative approach to 3-hydroxy-2-oxindolesWang Jinge0Osman Siyitemer1Lu Xinjiang2Chen Junyi3Xia Xu-Dong4Engineering Laboratory of Chemical Resources Utilization in South Xinjiang of Xinjiang Production and Construction Corps, College of Life Sciences, Tarim University, Alar, Xinjiang843300, P. R. ChinaEngineering Laboratory of Chemical Resources Utilization in South Xinjiang of Xinjiang Production and Construction Corps, College of Life Sciences, Tarim University, Alar, Xinjiang843300, P. R. ChinaEngineering Laboratory of Chemical Resources Utilization in South Xinjiang of Xinjiang Production and Construction Corps, College of Life Sciences, Tarim University, Alar, Xinjiang843300, P. R. ChinaEngineering Laboratory of Chemical Resources Utilization in South Xinjiang of Xinjiang Production and Construction Corps, College of Life Sciences, Tarim University, Alar, Xinjiang843300, P. R. ChinaEngineering Laboratory of Chemical Resources Utilization in South Xinjiang of Xinjiang Production and Construction Corps, College of Life Sciences, Tarim University, Alar, Xinjiang843300, P. R. ChinaA convenient aerobic oxidative hydroxylation of 3-substituted oxindoles under mild reaction conditions is described herein. This process was accomplished by the activation of molecular oxygen in the air in the presence of a photocatalyst under the irradiation of visible light. The desired product was delivered in up to 89% yield without the addition of base or stoichiometric oxidant.http://www.degruyter.com/view/j/hc.2020.26.issue-1/hc-2019-0114/hc-2019-0114.xml?format=INTvisible lightphotocatalysisoxindoleaerobic oxidation
spellingShingle Wang Jinge
Osman Siyitemer
Lu Xinjiang
Chen Junyi
Xia Xu-Dong
Visible light mediated aerobic oxidative hydroxylation of 2-oxindole-3-carboxylate esters: an alternative approach to 3-hydroxy-2-oxindoles
Heterocyclic Communications
visible light
photocatalysis
oxindole
aerobic oxidation
title Visible light mediated aerobic oxidative hydroxylation of 2-oxindole-3-carboxylate esters: an alternative approach to 3-hydroxy-2-oxindoles
title_full Visible light mediated aerobic oxidative hydroxylation of 2-oxindole-3-carboxylate esters: an alternative approach to 3-hydroxy-2-oxindoles
title_fullStr Visible light mediated aerobic oxidative hydroxylation of 2-oxindole-3-carboxylate esters: an alternative approach to 3-hydroxy-2-oxindoles
title_full_unstemmed Visible light mediated aerobic oxidative hydroxylation of 2-oxindole-3-carboxylate esters: an alternative approach to 3-hydroxy-2-oxindoles
title_short Visible light mediated aerobic oxidative hydroxylation of 2-oxindole-3-carboxylate esters: an alternative approach to 3-hydroxy-2-oxindoles
title_sort visible light mediated aerobic oxidative hydroxylation of 2 oxindole 3 carboxylate esters an alternative approach to 3 hydroxy 2 oxindoles
topic visible light
photocatalysis
oxindole
aerobic oxidation
url http://www.degruyter.com/view/j/hc.2020.26.issue-1/hc-2019-0114/hc-2019-0114.xml?format=INT
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AT luxinjiang visiblelightmediatedaerobicoxidativehydroxylationof2oxindole3carboxylateestersanalternativeapproachto3hydroxy2oxindoles
AT chenjunyi visiblelightmediatedaerobicoxidativehydroxylationof2oxindole3carboxylateestersanalternativeapproachto3hydroxy2oxindoles
AT xiaxudong visiblelightmediatedaerobicoxidativehydroxylationof2oxindole3carboxylateestersanalternativeapproachto3hydroxy2oxindoles