Benzodiazepine analogues. Part 9. Kinetics and mechanism of the azidotrimethylsilane-mediated Schmidt reaction of flavanones
Abstract
1 H NMR spectroscopy has been used to monitor the formation of 1,4-benzoxazepinones and their [1,5-d]tetrazolo analogues via azidotrimethylsilane-mediated Schmidt rearrangement of flavanone precursors. Analysis of the kinetic data has permitted the determination of rate coefficients and rationalization of substituent effects.