Tetrahedron letters2022,Vol.953.DOI:10.1016/j.tetlet.2022.153727

Synthesis of carbamoyl azides via the Lossen rearrangement utilizing diphenyl phosphorazidate

Ishihara, Kotaro Shioiri, Takayuki Matsugi, Masato
Tetrahedron letters2022,Vol.953.DOI:10.1016/j.tetlet.2022.153727

Synthesis of carbamoyl azides via the Lossen rearrangement utilizing diphenyl phosphorazidate

Ishihara, Kotaro 1Shioiri, Takayuki 1Matsugi, Masato1
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作者信息

  • 1. Meijo Univ
  • 折叠

Abstract

A novel method was developed for the synthesis of carbamoyl azides from hydroxamic acids via the Lossen rearrangement using diphenyl phosphorazidate, which acts as both the activator and azide source to produce the azides via an isocyanate intermediate. Using this method, various hydroxamic acids were converted into the corresponding carbamoyl azides, enabling their preparation without the use of highly explosive reagents.(c) 2022 Elsevier Ltd. All rights reserved.

Key words

Hydroxamic acid/Diphenyl phosphorazidate/Azide/Carbamoyl azide/Lossen rearrangement/ONE-POT SYNTHESIS/IODOBENZENE DICHLORIDE/PRIMARY ALCOHOLS/RADICAL AZIDONATION/SECONDARY ALCOHOLS/DIRECT CONVERSION/CARBON-DIOXIDE/SODIUM-AZIDE/ACIDS/COMBINATION

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出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN:0040-4039
被引量2
参考文献量53
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