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Convenient amidation of carboxyl group of carboxyphenylboronic acids

Julia Nowak-Jary

aFaculty of Biological Sciences, University of Zielona Góra, ul. Szafrana 1, 65-516 Zielona Góra, Poland

 

E-mail: J.Nowak-Jary@wnb.uz.zgora.pl

Abstract: The use of catalysts in the activation of carboxyl groups towards nucleophilic attack and the protection of other functional groups by suitable protecting groups are standard and necessary procedures in amide bond formation. In contrast to the usual methods, various new compounds, amides of APTES ((3-aminopropyl)triethoxysilane, 3-triethoxysilylpropylamine) and carboxyphenylboronic acids, as well as the amides of aniline and carboxyphenylboronic acids, were obtained in good yields by a one-step synthesis under mild conditions without using any coupling reagents or additional catalysts.

Keywords: carboxyphenylboronic acids – amides – APTES – aniline – boronobenzanilides – amidation reaction

Full paper is available at www.springerlink.com.

DOI: 10.1515/chempap-2015-0245

 

Chemical Papers 70 (5) 658–662 (2016)

Thursday, March 28, 2024

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