Nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite
A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual conc...
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sg-ntu-dr.10356-1548542023-02-28T19:58:58Z Nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite Kaga, Atsushi Hayashi, Hirohito Hakamata, Hiroyuki Oi, Miku Uchiyama, Masanobu Takita, Ryo Chiba, Shunsuke School of Physical and Mathematical Sciences Science::Chemistry Amination Nitrogen Heterocycles A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution. Ministry of Education (MOE) Nanyang Technological University Accepted version This work was financially supported by Nanyang Technological University (NTU) and the Singapore Ministry of Education (Academic Research Fund Tier 1: RG2/15) for S.C. and The Tokyo Biochemical Research Foundation for R.T. H.H. is grateful to Tohoku University and Tohoku Kaihatsu Memorial Foundation for the financial support. 2022-01-17T00:50:12Z 2022-01-17T00:50:12Z 2017 Journal Article Kaga, A., Hayashi, H., Hakamata, H., Oi, M., Uchiyama, M., Takita, R. & Chiba, S. (2017). Nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite. Angewandte Chemie International Edition, 56(39), 11807-11811. https://dx.doi.org/10.1002/anie.201705916 1433-7851 https://hdl.handle.net/10356/154854 10.1002/anie.201705916 28741890 2-s2.0-85029434112 39 56 11807 11811 en RG2/15 Angewandte Chemie International Edition This is the peer reviewed version of the following article: Kaga, A., Hayashi, H., Hakamata, H., Oi, M., Uchiyama, M., Takita, R. & Chiba, S. (2017). Nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite. Angewandte Chemie International Edition, 56(39), 11807-11811, which has been published in final form at https://doi.org/10.1002/anie.201705916. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. application/pdf |
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Science::Chemistry Amination Nitrogen Heterocycles |
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Science::Chemistry Amination Nitrogen Heterocycles Kaga, Atsushi Hayashi, Hirohito Hakamata, Hiroyuki Oi, Miku Uchiyama, Masanobu Takita, Ryo Chiba, Shunsuke Nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite |
| description |
A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution. |
| author2 |
School of Physical and Mathematical Sciences |
| author_facet |
School of Physical and Mathematical Sciences Kaga, Atsushi Hayashi, Hirohito Hakamata, Hiroyuki Oi, Miku Uchiyama, Masanobu Takita, Ryo Chiba, Shunsuke |
| format |
Article |
| author |
Kaga, Atsushi Hayashi, Hirohito Hakamata, Hiroyuki Oi, Miku Uchiyama, Masanobu Takita, Ryo Chiba, Shunsuke |
| author_sort |
Kaga, Atsushi |
| title |
Nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite |
| title_short |
Nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite |
| title_full |
Nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite |
| title_fullStr |
Nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite |
| title_full_unstemmed |
Nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite |
| title_sort |
nucleophilic amination of methoxy arenes promoted by a sodium hydride/iodide composite |
| publishDate |
2022 |
| url |
https://hdl.handle.net/10356/154854 |
| _version_ |
1759857268493385728 |