Organic Chemistry Portal

Abstracts

Search:

Palladium-Catalyzed Fluorocarbonylation Using N-Formylsaccharin as CO Source: General Access to Carboxylic Acid Derivatives

Tsuyoshi Ueda, Hideyuki Konishi and Kei Manabe*

*School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan, Email: manabeu-shizuoka-ken.ac.jp

T. Ueda, H. Konishi, K. Manabe, Org. Lett., 2013, 15, 5370-5373.

DOI: 10.1021/ol4026815 (free Supporting Information)



see article for more reactions

Abstract

A near-stoichiometric amount of N-Formylsaccharin, an easily accessible crystalline compound, has been employed as an efficient CO source in a mild Pd-catalyzed fluorocarbonylation of aryl halides to afford the corresponding acyl fluorides in high yields. The acyl fluorides obtained could be readily transformed into various carboxylic acid derivatives such as carboxylic acid, esters, thioesters, and amides in a one-pot procedure.

see article for more examples



Key Words

carboxylation, acyl fluorides


ID: J54-Y2013