DAST-mediated ring-opening of cyclopropyl silyl ethers in nitriles: facile synthesis of allylic amides <i>via</i> a Ritter-type process

DAST-mediated ring-opening of cyclopropyl silyl ethers in nitriles: facile synthesis of allylic amides <i>via</i> a Ritter-type process
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DAST 介导的环丙基甲硅烷基醚在腈中的开环:<i>通过</i> Ritter 型工艺轻松合成烯丙酰胺

DOI:
10.1039/d2ob00940d
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发表时间:
2022
影响因子:
3.2
通讯作者:
Takizawa Shinobu
Takizawa Shinobu
中科院分区:
化学3区
文献类型:
--
作者:
Kirihara Masayuki;Nakamura Riho;Nakakura Kana;Tujimoto Kazuki;Salem Mohamed S. H.;Suzuki Takeyuki;Takizawa Shinobu

文献摘要

相似文献

二乙氨基三氟化硫(DAST)介导的环丙基甲硅烷基醚在腈开环反应中产生烯丙基酰胺在中等至良好的产率(高达87%)。使用ReactIR和O-同位素标记机理研究的时间过程研究表明,本反应通过Ritter型过程发生,导致烯丙基酰胺的形成。
A diethylaminosulfur trifluoride (DAST)-mediated ring-opening reaction of cyclopropyl silyl ethers in nitriles produced allylic amides in moderate to good yields (up to 87%). Time course studies using ReactIR and O-isotopic labeling mechanistic studies suggested that the present reaction occurs via a Ritter-type process, leading to the formation of allylic amides.