Alkenylation of Adamantanols with Alcohols in the Presence of Sulfuric Acid

IF 0.8 4区 化学 Q4 CHEMISTRY, ORGANIC Russian Journal of Organic Chemistry Pub Date : 2024-11-06 DOI:10.1134/S1070428024080037
M. R. Baimuratov, U. M. Aristova, M. S. Shishkina, M. V. Leonova, Yu. N. Klimochkin
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Abstract

A series of adamantyl-containing alkenes were synthesized by the alkenylation of adamantan-1-ol with secondary alcohols in the presence of sulfuric acid. The scope of application of this reaction was explored to show that the alkenylation reaction with symmetrical dialkylcarbinols occurs in a selective fashion. The alkenylation of adamantan-1-ol with sec-pentanol and its higher homologs gives a mixture of isomeric alkenes. The reactions of substituted adamantanols with isopropanol, butan-2-ol, and cyclohexanol in the presence of sulfuric acid were studied, and a series of new unsaturated derivatives of the adamantane series were obtained.

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金刚烷醇与醇在硫酸存在下的烯化反应
在硫酸存在下,通过金刚烷-1-醇与仲醇的烯化反应合成了一系列含金刚烷基的烯烃。对这一反应的应用范围进行了探索,结果表明,与对称二烷基甲醇发生的烯化反应具有选择性。金刚烷-1-醇与仲戊醇及其更高的同系物发生烯化反应,生成异构烯烃混合物。研究了取代的金刚烷醇与异丙醇、丁-2-醇和环己醇在硫酸存在下的反应,得到了一系列新的金刚烷系列不饱和衍生物。
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来源期刊
CiteScore
1.40
自引率
25.00%
发文量
139
审稿时长
3-6 weeks
期刊介绍: Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.
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