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Hokkaido University Collection of Scholarly and Academic Papers >
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Transformations of 1-(Oxiranylmethyl)-1,2,3-triazoles into 2-(Oxiranylmethyl)-1,2,3-triazoles and Alkanenitriles
| Title: | Transformations of 1-(Oxiranylmethyl)-1,2,3-triazoles into 2-(Oxiranylmethyl)-1,2,3-triazoles and Alkanenitriles |
| Authors: | Osawa, Ayumi Browse this author | | Mera, Akane Browse this author | | Namba, Kosuke Browse this author →KAKEN DB | | Tanino, Keiji Browse this author →KAKEN DB |
| Keywords: | 1,2,3-triazole | | 2-substituted 1,2,3-triazole | | click reaction |
| Issue Date: | Jan-2013 |
| Publisher: | Georg Thieme Verlag |
| Journal Title: | Synlett |
| Volume: | 24 |
| Issue: | 2 |
| Start Page: | 207 |
| End Page: | 210 |
| Publisher DOI: | 10.1055/s-0032-1317937 |
| Abstract: | New reactions for the transformation of 1-(oxiranylmethyl)-1,2,3-triazoles into 2-(oxiranylmethyl)-1,2,3-triazoles or alkanenitriles were established. Successive treatment of the substrate with triflic acid and t-BuOH afforded 4,6-dihydro-5-hydroxy-1,3a,6a-triazapentalene derivative. Under the influence of NaH, the bicyclic compound was converted to a 2-(oxiranylmethyl)-1,2,3-triazole or an alkanenitrile. The reaction pathway depends on the substituent pattern of the epoxide side chain. |
| Rights: | © 2013 Georg Thieme Verlag |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/54057 |
| Appears in Collections: | 理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 難波 康祐
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