Phenolate‐Induced N−O Bond Formation versus Tiemann‐Type Rearrangement for the Synthesis of 3‐Aminobenzisoxazoles and 2‐Aminobenzoxazoles

Phenolate‐Induced N−O Bond Formation versus Tiemann‐Type Rearrangement for the Synthesis of 3‐Aminobenzisoxazoles and 2‐Aminobenzoxazoles

Abstract A novel oxadiazolone‐based method for the synthesis of 3‐aminobenzisoxazoles by N−O bond formation and of 2‐aminobenzoxazoles through a Tiemann‐type rearrangement has been developed. The synthesis of these two pharmaceutically relevant heterocycles was realized by an unexplored retrosynthet...

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Bibliographic Details
Main Authors: Benedikt Hufnagel, W. Felix Zhu, Hanna M. Franz, Prof. Dr. Ewgenij Proschak, Dr. Victor Hernandez‐Olmos
Format: Article
Language:English
Published: Wiley-VCH 2022-12-01
Series:ChemistryOpen
Subjects:
3-aminobenzisoxazoles
2-aminobenzoxazoles
nitrenoid precursors
oxadiazolone
Tiemann rearrangement
Online Access:https://doi.org/10.1002/open.202200252

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