Transition metal-free iminoiodane-mediated amination of activated C-H bonds

Novel transition metal-free-mediated amination of C–H bonds with the use of arylsulfonyliminophenyliodinane (PhI=NSO2Ar) have been developed. The use of iodine(III) compound has shown to be compatible under Brønsted acid and base conditions for the synthesis of unnatural amino ester derivatives and...

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Main Author: Tejo, Ciputra
Other Authors: Chiba Shunsuke
Format: Theses and Dissertations
Language:English
Published: 2016
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Online Access:https://hdl.handle.net/10356/66008
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-660082023-02-28T23:32:31Z Transition metal-free iminoiodane-mediated amination of activated C-H bonds Tejo, Ciputra Chiba Shunsuke School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry Novel transition metal-free-mediated amination of C–H bonds with the use of arylsulfonyliminophenyliodinane (PhI=NSO2Ar) have been developed. The use of iodine(III) compound has shown to be compatible under Brønsted acid and base conditions for the synthesis of unnatural amino ester derivatives and aziridines from 1,3-dicarbonyl compounds, respectively. The amination of cyclic ethers with iminoiodanes was explored subsequently. These cyclic ethers could undergo ring opening and further functionalization with nucleophiles was realized to give the 2-substituted cyclic ether and amino alcohol products under their respective reaction conditions. DOCTOR OF PHILOSOPHY (SPMS) 2016-02-29T01:56:37Z 2016-02-29T01:56:37Z 2016 Thesis Tejo, C. (2016). Transition metal-free iminoiodane-mediated amination of activated C-H bonds. Doctoral thesis, Nanyang Technological University, Singapore. https://hdl.handle.net/10356/66008 10.32657/10356/66008 en 155 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry
spellingShingle DRNTU::Science::Chemistry::Organic chemistry
Tejo, Ciputra
Transition metal-free iminoiodane-mediated amination of activated C-H bonds
description Novel transition metal-free-mediated amination of C–H bonds with the use of arylsulfonyliminophenyliodinane (PhI=NSO2Ar) have been developed. The use of iodine(III) compound has shown to be compatible under Brønsted acid and base conditions for the synthesis of unnatural amino ester derivatives and aziridines from 1,3-dicarbonyl compounds, respectively. The amination of cyclic ethers with iminoiodanes was explored subsequently. These cyclic ethers could undergo ring opening and further functionalization with nucleophiles was realized to give the 2-substituted cyclic ether and amino alcohol products under their respective reaction conditions.
author2 Chiba Shunsuke
author_facet Chiba Shunsuke
Tejo, Ciputra
format Theses and Dissertations
author Tejo, Ciputra
author_sort Tejo, Ciputra
title Transition metal-free iminoiodane-mediated amination of activated C-H bonds
title_short Transition metal-free iminoiodane-mediated amination of activated C-H bonds
title_full Transition metal-free iminoiodane-mediated amination of activated C-H bonds
title_fullStr Transition metal-free iminoiodane-mediated amination of activated C-H bonds
title_full_unstemmed Transition metal-free iminoiodane-mediated amination of activated C-H bonds
title_sort transition metal-free iminoiodane-mediated amination of activated c-h bonds
publishDate 2016
url https://hdl.handle.net/10356/66008
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