Iron-catalyzed nitrogen-directed coupling of arene and aryl bromides mediated by metallic magnesium
2-Arylpyridines, 2-alkenylpyridine, and aromatic imines can be coupled with aryl bromides in the presence of an iron catalyst, metallic magnesium, a diamine ligand and an organic dihalide oxidant at 0 °C. The use of a 1:1 mixture of tetrahydrofuran and 1,4-dioxane is essential for this CH bond activ...
Main Authors: | , , , , |
---|---|
Other Authors: | |
Format: | Journal Article |
Language: | English |
Published: |
2013
|
Online Access: | https://hdl.handle.net/10356/98283 http://hdl.handle.net/10220/12334 |
_version_ | 1826113191240794112 |
---|---|
author | Ilies, Laurean Kobayashi, Motoaki Matsumoto, Arimasa Yoshikai, Naohiko Nakamura, Eiichi |
author2 | School of Physical and Mathematical Sciences |
author_facet | School of Physical and Mathematical Sciences Ilies, Laurean Kobayashi, Motoaki Matsumoto, Arimasa Yoshikai, Naohiko Nakamura, Eiichi |
author_sort | Ilies, Laurean |
collection | NTU |
description | 2-Arylpyridines, 2-alkenylpyridine, and aromatic imines can be coupled with aryl bromides in the presence of an iron catalyst, metallic magnesium, a diamine ligand and an organic dihalide oxidant at 0 °C. The use of a 1:1 mixture of tetrahydrofuran and 1,4-dioxane is essential for this CH bond activation reaction. The reaction has wider scope of the substrate compared with the reaction using a separately prepared Grignard reagent, and proceeds with lower catalyst loading (2.5 mol%). |
first_indexed | 2024-10-01T03:19:09Z |
format | Journal Article |
id | ntu-10356/98283 |
institution | Nanyang Technological University |
language | English |
last_indexed | 2024-10-01T03:19:09Z |
publishDate | 2013 |
record_format | dspace |
spelling | ntu-10356/982832020-03-07T12:34:46Z Iron-catalyzed nitrogen-directed coupling of arene and aryl bromides mediated by metallic magnesium Ilies, Laurean Kobayashi, Motoaki Matsumoto, Arimasa Yoshikai, Naohiko Nakamura, Eiichi School of Physical and Mathematical Sciences 2-Arylpyridines, 2-alkenylpyridine, and aromatic imines can be coupled with aryl bromides in the presence of an iron catalyst, metallic magnesium, a diamine ligand and an organic dihalide oxidant at 0 °C. The use of a 1:1 mixture of tetrahydrofuran and 1,4-dioxane is essential for this CH bond activation reaction. The reaction has wider scope of the substrate compared with the reaction using a separately prepared Grignard reagent, and proceeds with lower catalyst loading (2.5 mol%). 2013-07-26T01:51:46Z 2019-12-06T19:53:09Z 2013-07-26T01:51:46Z 2019-12-06T19:53:09Z 2012 2012 Journal Article Ilies, L., Kobayashi, M., Matsumoto, A., Yoshikai, N., & Nakamura, E. (2012). Iron-Catalyzed Nitrogen-Directed Coupling of Arene and Aryl Bromides Mediated by Metallic Magnesium. Advanced Synthesis & Catalysis, 354(4), 593-596. 1615-4150 https://hdl.handle.net/10356/98283 http://hdl.handle.net/10220/12334 10.1002/adsc.201100791 en Advanced synthesis & catalysis © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. |
spellingShingle | Ilies, Laurean Kobayashi, Motoaki Matsumoto, Arimasa Yoshikai, Naohiko Nakamura, Eiichi Iron-catalyzed nitrogen-directed coupling of arene and aryl bromides mediated by metallic magnesium |
title | Iron-catalyzed nitrogen-directed coupling of arene and aryl bromides mediated by metallic magnesium |
title_full | Iron-catalyzed nitrogen-directed coupling of arene and aryl bromides mediated by metallic magnesium |
title_fullStr | Iron-catalyzed nitrogen-directed coupling of arene and aryl bromides mediated by metallic magnesium |
title_full_unstemmed | Iron-catalyzed nitrogen-directed coupling of arene and aryl bromides mediated by metallic magnesium |
title_short | Iron-catalyzed nitrogen-directed coupling of arene and aryl bromides mediated by metallic magnesium |
title_sort | iron catalyzed nitrogen directed coupling of arene and aryl bromides mediated by metallic magnesium |
url | https://hdl.handle.net/10356/98283 http://hdl.handle.net/10220/12334 |
work_keys_str_mv | AT ilieslaurean ironcatalyzednitrogendirectedcouplingofareneandarylbromidesmediatedbymetallicmagnesium AT kobayashimotoaki ironcatalyzednitrogendirectedcouplingofareneandarylbromidesmediatedbymetallicmagnesium AT matsumotoarimasa ironcatalyzednitrogendirectedcouplingofareneandarylbromidesmediatedbymetallicmagnesium AT yoshikainaohiko ironcatalyzednitrogendirectedcouplingofareneandarylbromidesmediatedbymetallicmagnesium AT nakamuraeiichi ironcatalyzednitrogendirectedcouplingofareneandarylbromidesmediatedbymetallicmagnesium |