Preparative scalable method for the synthesis of cyclic and acyclic acetals of chloropropiolaldehyde and their transformation into acetals of lithiumpropiolaldehyde

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2024-12-06 DOI:10.1007/s11172-024-4428-y

A. B. Koldobskii, O. S. Shilova, A. A. Druzina, O. I. Artyushin

引用次数: 0

Abstract

A simple two-step and easily scalable method for the synthesis of cyclic and acyclic acetals of chloropropiolaldehyde was developed. They readily reacted with n-butyllithium to give stable crystalline acetals of lithiumpropiolaldehyde, which, being strong nucleophiles, reacted with chlorotrimethylsilane, chlorotrimethylstannane, and methyl chloroformate to form bifunctional acetylenes in high yields.

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氯丙醛环缩醛和无环缩醛的合成及其转化为丙醛锂缩醛的制备扩展方法

建立了一种两步法合成氯丙醛环缩醛和无环缩醛的简易方法。它们很容易与正丁基锂反应生成稳定的丙醛缩醛结晶，而丙醛缩醛是强亲核试剂，可与氯三甲基硅烷、氯三甲基锡烷和氯甲酸甲酯反应，产率高，生成双官能团乙炔。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.