Defluoroalkylation of Trifluoromethylarenes with Hydrazones: Rapid Access to Benzylic Difluoroarylethylamines

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2023 Feb 27

PMID 36848497

Authors

Cecilia M Hendy

Cameron J Pratt

Nathan T Jui

Simon B Blakey

Affiliations

Soon will be listed here.

Abstract

Here, we report an efficient and modular approach toward the formation of difluorinated arylethylamines from simple aldehyde-derived -dialkylhydrazones and trifluoromethylarenes (CF-arenes). This method relies on selective C-F bond cleavage via reduction of the CF-arene. We show that a diverse set of CF-arenes and CF-heteroarenes react smoothly with a range of aryl and alkyl hydrazones. The β-difluorobenzylic hydrazine product can be selectively cleaved to form the corresponding benzylic difluoroarylethylamines.

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