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

Ahmed, N; Shamsabadi, A; Chudasama, V; (2019) Formation of Synthetically Versatile 2-Aminobenzophenones from Readily Accessed Acyl Hydrazides. ACS Omega , 4 (27) pp. 22602-22612. 10.1021/acsomega.9b03417. Green open access

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Abstract

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.

Type: Article
Title: Formation of Synthetically Versatile 2-Aminobenzophenones from Readily Accessed Acyl Hydrazides
Open access status: An open access version is available from UCL Discovery
DOI: 10.1021/acsomega.9b03417
Publisher version: https://doi.org/10.1021/acsomega.9b03417
Language: English
Additional information: This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
UCL classification: UCL
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10088597
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