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Facile synthesis of 2-(2-chloroquinolin-3-Yl)-2-((trimethylsilyl)oxy) acetonitriles utilizing TMSCN-ZnI 2 /DCM
Silicon ( IF 2.8 ) Pub Date : 2020-06-04 , DOI: 10.1007/s12633-020-00519-w
Ramesh Dalavai , Fazlur-Rahman Nawaz Khan

A facile synthesis of silicon-containing trimethylsilylated quinolines, 20 from 2-chloro-quinoline-3-carboxaldehyde, 19 are accounted for utilizing trimethylsilyl cyanide (TMSCN) as a reagent, zinc iodide (ZnI2) as a catalyst in dichloromethane (DCM) at room temperature with excellent yields. Further, silylated quinolines, 20 were converted into quinolinyl acetonitriles, 21 in the presence of dilute hydrochloric acid at room temperature in significant yields. Trimethylsilyl cyanide (TMSCN) reacts with aldehyde functional group to form protected silicon ethers as shown in 1HNMR, 13CNMR, and Mass spectral analysis.

Facile synthesis of 2-(2-chloroquinolin-3-yl)-2-((trimethylsilyl)oxy) acetonitriles utilizing TMSCN-ZnI2/DCM



中文翻译:

利用TMSCN-ZnI 2 / DCM轻松合成2-(2-氯喹啉-3-Yl)-2-((三甲基甲硅烷基)氧基)乙腈

可以轻松地从2-氯喹啉-3-甲醛19合成含硅三甲基甲硅烷基化喹啉20,原因是利用三甲基甲硅烷基氰化物(TMSCN)作为试剂,碘化锌(ZnI 2)作为二氯甲烷(DCM)的催化剂在室温下具有优异的收率。此外,在室温下在稀盐酸存在下,将甲硅烷基化的喹啉20转化为喹啉基乙腈21。如1 HNMR,13 CNMR和质谱分析所示,三甲基甲硅烷基氰化物(TMSCN)与醛官能团反应形成受保护的硅醚。

利用TMSCN-ZnI 2 / DCM轻松合成2-(2-氯喹啉-3-基)-2-((三甲基甲硅烷基)氧基)乙腈

更新日期:2020-06-04
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