Palladium-Catalyzed Remote Aryldifluoroalkylation of Alkenyl Aldehydes

Xingliang Nie; Cungui Cheng; Gangguo Zhu

doi:10.1002/anie.201611697

Palladium-Catalyzed Remote Aryldifluoroalkylation of Alkenyl Aldehydes

Angew Chem Int Ed Engl. 2017 Feb 6;56(7):1898-1902. doi: 10.1002/anie.201611697. Epub 2017 Jan 12.

Authors

Xingliang Nie¹, Cungui Cheng¹, Gangguo Zhu¹

Affiliation

¹ Department of Chemistry, Zhejiang Normal University, 688 Yingbin Road, Jinhua, 321004, P.R. China.

PMID: 28079957
DOI: 10.1002/anie.201611697

Abstract

A palladium-catalyzed three-component reaction between fluoroalkyl bromides, arylboronic acids, and alkenyl aldehydes has been developed and provides facile access to 5-, 6-, or 7-difluoroalkylated ketones under very mild reaction conditions. The resultant products can be smoothly converted into CF₂ -containing tetrahydronaphthalenes by a novel silver-catalyzed intramolecular decarboxylative cyclization of 5-aryl-2,2-difluoropentanoic acids.

Keywords: aldehydes; cyclization; difluoroalkylation; palladium; radicals.

Publication types

Research Support, Non-U.S. Gov't