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

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.

SUBMITTER: Ahmed N

PROVIDER: S-EPMC6941372 | biostudies-literature | 2019 Dec

REPOSITORIES: biostudies-literature

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

Ahmed Nehaal N Shamsabadi André A Chudasama Vijay V

ACS omega 20191217 27

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 neurolog ...[more]

PMID: 31909344

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