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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| Other Authors: | |
| Format: | Thesis |
| Language: | English |
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2016
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| Online Access: | https://hdl.handle.net/10356/66008 |
| _version_ | 1811677063951679488 |
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| author | Tejo, Ciputra |
| author2 | Chiba Shunsuke |
| author_facet | Chiba Shunsuke Tejo, Ciputra |
| author_sort | Tejo, Ciputra |
| collection | NTU |
| 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. |
| first_indexed | 2024-10-01T02:31:25Z |
| format | Thesis |
| id | ntu-10356/66008 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T02:31:25Z |
| publishDate | 2016 |
| record_format | dspace |
| spelling | ntu-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 |
| spellingShingle | DRNTU::Science::Chemistry::Organic chemistry Tejo, Ciputra Transition metal-free iminoiodane-mediated amination of activated C-H bonds |
| title | 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_short | Transition metal-free iminoiodane-mediated amination of activated C-H bonds |
| title_sort | transition metal free iminoiodane mediated amination of activated c h bonds |
| topic | DRNTU::Science::Chemistry::Organic chemistry |
| url | https://hdl.handle.net/10356/66008 |
| work_keys_str_mv | AT tejociputra transitionmetalfreeiminoiodanemediatedaminationofactivatedchbonds |