Tampere University of Technology

TUTCRIS Research Portal

Base catalysed N-functionalisation of boroxazolidones

Research output: Contribution to journalArticleScientificpeer-review


Original languageEnglish
Pages (from-to)20620-20627
Number of pages8
JournalRSC Advances
Issue number33
Publication statusPublished - 2017
Publication typeA1 Journal article-refereed


A method for the condensation of boroxazolidones derived from L-valine with aromatic aldehydes, catalysed by 1,5,7-triazabicyclo[4.4.0]dec-5-ene was developed. The preparation and isolation of a series of highly functionalised stable ketimines derived from the reaction of 2,2-diaryl-1,3,2-oxazaborolidin-5-ones with aryl aldehydes is herein described. Several unreported boroxazolidones were prepared by condensation of triethylammonium tetra-arylborates with L-valine in up to 98% yield. The newly synthesised compounds were determined to be moderately cytotoxic against colorectal adenocarcinoma cells, with the best compound in this series having an IC50 of 76 μM. A brief inspection of the effect of the same compound against human brain astrocytoma cells showed an IC50 of 268 μM.

Publication forum classification

Field of science, Statistics Finland

Downloads statistics

No data available