V. Palchikov, I. S. Zarovnaya, P. G. Dul’nev
Jul 1, 2018
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0
Influential Citations
3
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Journal
Russian Journal of Organic Chemistry
Abstract
While developing methods of synthesis of sulfolanes fused through the C3–C4 bond to oxazolidin-2- one and morpholin-2-one fragments, the reactivity of cis- and trans-isomeric amino alcohols of the sulfolane series toward a number of cyclizing agents was studied. The cis isomers reacted with dimethyl acetylenedicarboxylate and triphosgene to afford the corresponding morpholin-2-ones and oxazolidin-2-ones, whereas the trans isomers gave rise to open-chain aminofumarates and urea derivatives, respectively. The reactions of both cis- and trans-amino alcohols with oxalic acid derivatives (diethyl oxalate, oxalyl chloride) led to the formation of exclusively acyclic mono- and/or diamides.