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Formation of Synthetically Versatile 2-Aminobenzophenones from Readily Accessed Acyl Hydrazides

[Image: see text] Herein, we report the transformation of readily accessed acyl hydrazides into protected 2-aminobenzophenones via a two-step process involving an aryne-based molecular rearrangement followed by a one-pot addition–elimination procedure. The assembly of the scaffold is tolerant of a w...

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Detalles Bibliográficos
Autores principales: Ahmed, Nehaal, Shamsabadi, André, Chudasama, Vijay
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6941372/
https://www.ncbi.nlm.nih.gov/pubmed/31909344
http://dx.doi.org/10.1021/acsomega.9b03417
Descripción
Sumario:[Image: see text] Herein, we report the transformation of readily accessed acyl hydrazides into protected 2-aminobenzophenones via a two-step process involving an aryne-based molecular rearrangement followed by a one-pot addition–elimination procedure. The assembly of the scaffold is tolerant of a wide variety of functional groups, and the carbamate group on the product can be facilely removed to afford highly valuable 2-aminobenzophenones. Application of the protocol was demonstrated in the synthesis of neurological medicine phenazepam.