化学
乙硫醇
二硫醇
丁烷
甲醛
电喷雾电离
药物化学
戊烷
丙烷
质谱
烷氧基
戒指(化学)
离子
有机化学
催化作用
烷基
作者
Г. Р. Хабибуллина,В. Р. Ахметова,М. И. Абдуллин,T. V. Tyumkina,Л. М. Халилов,А. Г. Ибрагимов,У. М. Джемилев
出处
期刊:Tetrahedron
[Elsevier]
日期:2014-05-01
卷期号:70 (21): 3502-3509
被引量:26
标识
DOI:10.1016/j.tet.2014.03.053
摘要
A series of new hydroxyl-substituted 1,3,5-dithiazepanes and N,N′-(2-hydroxyethyl)tetrathiadiazacycloalkanes were synthesized by the multicomponent reactions (MCRs) of amino alcohols with formaldehyde and α,ω-dithiols. The MCR with 1,2-dithiol proceeds via a (1+2+1)-cyclocondensation with selective formation of 1,3,5-dithiazepanes. Stereochemistry of the dithiazepane ring was determined by X-ray diffraction. The reaction with higher α,ω-dithiols (1,3-propane-, 1,4-butane-, 1,5-pentane-, 1,6-hexanedithiol and 2-[2-(2-sulfanyletoxy)ethoxy]-1-ethanethiol) yielded OH-substituted macroheterocycles as a result of (2+4+2)-cyclocondensation. The structure of the latter was determined by NMR spectroscopy, MALDI–TOF and electrospray ionization methods. The doubly charged ions like [M+2H]2+ are found in the ESI spectra of the macrocycles.
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