Oxidation of p-aminophenols and formal radical cyclization onto benzene rings: formation of benzo-fused nitrogen heterocycles.

p-Iodophenol and its O-MOM-protected ether can be converted into iodoamines 2. These give cross-conjugated ketones 3 on oxidation with hypervalent iodides in the presence of methanol, and the ketones undergo radical cyclization. Exposure of the products to acid or sequential treatment with a Grignar...

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Λεπτομέρειες βιβλιογραφικής εγγραφής
Κύριοι συγγραφείς: Fletcher, S, Clive, D, Peng, J, Wingert, D
Μορφή: Journal article
Γλώσσα:English
Έκδοση: 2005
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author Fletcher, S
Clive, D
Peng, J
Wingert, D
author_facet Fletcher, S
Clive, D
Peng, J
Wingert, D
author_sort Fletcher, S
collection OXFORD
description p-Iodophenol and its O-MOM-protected ether can be converted into iodoamines 2. These give cross-conjugated ketones 3 on oxidation with hypervalent iodides in the presence of methanol, and the ketones undergo radical cyclization. Exposure of the products to acid or sequential treatment with a Grignard reagent and acid effects rearomatization to produce benzo-fused nitrogen heterocycles 4.
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spelling oxford-uuid:b98f814c-c951-4b6d-8a0d-5c6f45ad0b5d2022-03-27T05:03:39ZOxidation of p-aminophenols and formal radical cyclization onto benzene rings: formation of benzo-fused nitrogen heterocycles.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:b98f814c-c951-4b6d-8a0d-5c6f45ad0b5dEnglishSymplectic Elements at Oxford2005Fletcher, SClive, DPeng, JWingert, Dp-Iodophenol and its O-MOM-protected ether can be converted into iodoamines 2. These give cross-conjugated ketones 3 on oxidation with hypervalent iodides in the presence of methanol, and the ketones undergo radical cyclization. Exposure of the products to acid or sequential treatment with a Grignard reagent and acid effects rearomatization to produce benzo-fused nitrogen heterocycles 4.
spellingShingle Fletcher, S
Clive, D
Peng, J
Wingert, D
Oxidation of p-aminophenols and formal radical cyclization onto benzene rings: formation of benzo-fused nitrogen heterocycles.
title Oxidation of p-aminophenols and formal radical cyclization onto benzene rings: formation of benzo-fused nitrogen heterocycles.
title_full Oxidation of p-aminophenols and formal radical cyclization onto benzene rings: formation of benzo-fused nitrogen heterocycles.
title_fullStr Oxidation of p-aminophenols and formal radical cyclization onto benzene rings: formation of benzo-fused nitrogen heterocycles.
title_full_unstemmed Oxidation of p-aminophenols and formal radical cyclization onto benzene rings: formation of benzo-fused nitrogen heterocycles.
title_short Oxidation of p-aminophenols and formal radical cyclization onto benzene rings: formation of benzo-fused nitrogen heterocycles.
title_sort oxidation of p aminophenols and formal radical cyclization onto benzene rings formation of benzo fused nitrogen heterocycles
work_keys_str_mv AT fletchers oxidationofpaminophenolsandformalradicalcyclizationontobenzeneringsformationofbenzofusednitrogenheterocycles
AT clived oxidationofpaminophenolsandformalradicalcyclizationontobenzeneringsformationofbenzofusednitrogenheterocycles
AT pengj oxidationofpaminophenolsandformalradicalcyclizationontobenzeneringsformationofbenzofusednitrogenheterocycles
AT wingertd oxidationofpaminophenolsandformalradicalcyclizationontobenzeneringsformationofbenzofusednitrogenheterocycles