17556-16-0Relevant articles and documents
Ring-Chain Isomerism of N-(1-Carboxyalkyl)nitrones,I. - C-Aryl-N-(1-carboxyalkyl)nitrones
Kliegel, Wolfgang,Graumann, Juergen
, p. 1545 - 1562 (2007/10/02)
N-(1-Carboxyalkyl)nitrones 3 are prepared by alkylation of aromatic (Z)-aldoximes 1 or by condensation of α-(hydroxyamino)carboxylic acids 2 and aromatic aldehydes.The ring-chain isomerism between the nitrone 3 and the N-hydroxyoxazolidine 4 could not be proved by spectroscopical methods.Acylation of 3 with diphenylborinic acid leads to diphenylboron chelates 5 of the open-chain nitrone form, whereas acylation with carboxylic acids or isocyanate results in the formation of N-(acyloxy)oxazolidones 8.Alkylation of 3 with phenacyl bromide gives the ester 12.