344872-39-5Relevant academic research and scientific papers
Carbon-carbon bond forming reactions of ω-oxylactams in acid and neutral medium
Speckamp, W. N.,Boer, J. J. J. de
, p. 405 - 409 (2007/10/02)
1,3-Dicarbonyl compounds and hydroxybenzenes condense under the influence of acid with ω-hydroxylactams 1-7 in an intermolecular process, thereby affording ω-alkylated lactams 8-13.The reactive intermediate in the carbon-carbon bond forming step is a cyclic N-acyliminium ion.The intramolecular variant affords keto ester 19.Upon activation of the ω-hydroxylactam as a hexafluoroisopropoxy ester, condensations with cyanide in aprotic polar solvents under neutral conditions become possible.
