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Transformations of 1-(Oxiranylmethyl)-1,2,3-triazoles into 2-(Oxiranylmethyl)-1,2,3-triazoles and Alkanenitriles

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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)

Submitter: 難波 康祐

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