Dehydrative Beckmann rearrangement and the following cascade reactions

The Beckmann rearrangement has been predominantly studied for the synthesis of amide and lactam. By strategically using the in situ generated Appel's salt or Mitsunobu's zwitterionic adduct as the dehydrating agent, a series of Beckmann rearrangement and following cascade reactions have be...

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Veröffentlicht in:Chinese chemical letters 2022-05, Vol.33 (5), p.2407-2410
Hauptverfasser: Wei, Yongjiao, Liu, Yinghui, Xie, Lan-Gui
Format: Artikel
Sprache:eng
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Zusammenfassung:The Beckmann rearrangement has been predominantly studied for the synthesis of amide and lactam. By strategically using the in situ generated Appel's salt or Mitsunobu's zwitterionic adduct as the dehydrating agent, a series of Beckmann rearrangement and following cascade reactions have been developed herein. The protocol allows the conversion of various ketoximes into amide, thioamide, tetrazole and imide products in modular procedures. The generality and tolerance of functionalities of this method have been demonstrated. A series of Beckmann rearrangement and following cascade reactions have been developed herein, with in situ generated Appel's salt or Mitsunobu's zwitterionic adduct as the dehydrating agent. The protocol allows the conversion of various ketoximes into amides, thioamides, tetrazoles and imides in modular procedures. [Display omitted]
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2021.10.020