The synthesis of N-substituted N,S-macroheterocycles derived from aromatic carboxylic acid hydrazides

Abstract

A selective catalytic cyclothiomethylation method for the synthesis of N,S-macroheterocycles having N-amide O и α,ω-дитиолов (1,4-бутан-, 1,5-пентан-, 1,6-гександитиол). Реакция эффективно проходит в присутствии катализаторов на основе переходных и редкоземельных металлов.

Efficient synthesis of N-carboxyalkyl-substituted dithiaza- and dioxadithiazacycloalkanes by cyclocondensation of amino acids with formaldehyde and α,ω-dithiols

“…To obtain heterocycles by [1+2+1]-cyclocondensation following amines were used: hydroxylamine [6], benzylamine [7], arylamines [8]. Macroheterocycles were obtained by cyclocondensation of the [2+4+2]type from amino alcohols and carboxylic acids hydrazides with formaldehyde and α,ω-dithiols (1,3propane-, 1,4-butane-, 1,5-pentane-, 1,6-hexanedithiols, 3,6-dioxa-1,8-octanedithiol) [1,9]. 4,4'-Oxydi-(benzene-1-thiol) due to its steric features formed with formaldehyde and monoethanolamine a macroheterocycle by cyclocondensation of the [3+6+3]-type [1].…”