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Conference Paper: Iron Porphyrins catalyzed oxidative C-N and C-O bond formation reactions
Title | Iron Porphyrins catalyzed oxidative C-N and C-O bond formation reactions |
---|---|
Authors | |
Issue Date | 2014 |
Publisher | The Society of Porphyrins and Pthalocyanines (SPP). |
Citation | The 8th International Conference on Porphyrins and Phthalocyanines (ICPP-8), Istanbul, Turkey, 22-27 June 2014. In the Book of Abstracts of 8th International Conference on Porphyrins and Phthalocyanines (ICPP-8), 2014, p. 67 How to Cite? |
Abstract | There is a surge of interests in iron-catalysed oxidative C-H functionalization reactions due to the biocompatibility
of iron which is an earth abundant metal and hence is appealing in the development of useful sustainable catalysis
for fine chemical industries [1]. Our recent works revealed that iron porphyrins can catalyze a variety of nitrene
transfer reactions for oxidative C-N bond formation reactions [2-3]. With organic azide as nitrene source,
[Fe(F20TPP)Cl] efficiently catalyses intermolecular amination of aliphatic, allylic and benzylic C-H bonds in
moderate to high product yields. It is an effective catalyst for intramolecular nitrene C-H bond insertion of aryl
azides that can be used to construct a broad spectrum of alkaloids including indoles, indolines,
tetrahydroquinolines, dihydroquinazolinones and quinazolinones in high yields. It is also effective for
aziridination of alkenes with arylamines as nitrene source. Besides oxidative C-N formation, the iron porphyrin
[Fe(2,6-Cl2TPP)OTf] can catalyze tandem epoxidation–isomerization (E–I) of terminal alkenes with PhIO as
oxidant to give aldehydes in moderate to high yields [4]. Many of these catalytic reactions feature high regio- and
diastereoselectivity and/or high product yields and substrate conversions, demonstrating the applicability of iron
porphyrin-catalyzed oxidative organic transformation reactions in practical organic synthesis. |
Description | Oral Presenation Session S38: Sustainable Chemical Processes Catalyzed by Metal Porphyrins and Phthalocyanines The Book of Abstracts can be viewed at: http://www.icpp-spp.org/files/19-05-14/ICPP-8_BoA.pdf |
Persistent Identifier | http://hdl.handle.net/10722/203938 |
DC Field | Value | Language |
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dc.contributor.author | Che, CM | en_US |
dc.date.accessioned | 2014-09-19T19:29:48Z | - |
dc.date.available | 2014-09-19T19:29:48Z | - |
dc.date.issued | 2014 | en_US |
dc.identifier.citation | The 8th International Conference on Porphyrins and Phthalocyanines (ICPP-8), Istanbul, Turkey, 22-27 June 2014. In the Book of Abstracts of 8th International Conference on Porphyrins and Phthalocyanines (ICPP-8), 2014, p. 67 | en_US |
dc.identifier.uri | http://hdl.handle.net/10722/203938 | - |
dc.description | Oral Presenation | - |
dc.description | Session S38: Sustainable Chemical Processes Catalyzed by Metal Porphyrins and Phthalocyanines | - |
dc.description | The Book of Abstracts can be viewed at: http://www.icpp-spp.org/files/19-05-14/ICPP-8_BoA.pdf | - |
dc.description.abstract | There is a surge of interests in iron-catalysed oxidative C-H functionalization reactions due to the biocompatibility of iron which is an earth abundant metal and hence is appealing in the development of useful sustainable catalysis for fine chemical industries [1]. Our recent works revealed that iron porphyrins can catalyze a variety of nitrene transfer reactions for oxidative C-N bond formation reactions [2-3]. With organic azide as nitrene source, [Fe(F20TPP)Cl] efficiently catalyses intermolecular amination of aliphatic, allylic and benzylic C-H bonds in moderate to high product yields. It is an effective catalyst for intramolecular nitrene C-H bond insertion of aryl azides that can be used to construct a broad spectrum of alkaloids including indoles, indolines, tetrahydroquinolines, dihydroquinazolinones and quinazolinones in high yields. It is also effective for aziridination of alkenes with arylamines as nitrene source. Besides oxidative C-N formation, the iron porphyrin [Fe(2,6-Cl2TPP)OTf] can catalyze tandem epoxidation–isomerization (E–I) of terminal alkenes with PhIO as oxidant to give aldehydes in moderate to high yields [4]. Many of these catalytic reactions feature high regio- and diastereoselectivity and/or high product yields and substrate conversions, demonstrating the applicability of iron porphyrin-catalyzed oxidative organic transformation reactions in practical organic synthesis. | - |
dc.language | eng | en_US |
dc.publisher | The Society of Porphyrins and Pthalocyanines (SPP). | - |
dc.relation.ispartof | International Conference on Porphyrins and Phthalocyanines (ICPP) | en_US |
dc.title | Iron Porphyrins catalyzed oxidative C-N and C-O bond formation reactions | en_US |
dc.type | Conference_Paper | en_US |
dc.identifier.email | Che, CM: cmche@hku.hk | en_US |
dc.identifier.authority | Che, CM=rp00670 | en_US |
dc.identifier.hkuros | 236376 | en_US |
dc.identifier.spage | 67 | - |
dc.identifier.epage | 67 | - |
dc.publisher.place | France | en_US |