Molecules | |
Cyclization of N-(3-Oxoalkyl)chloroacetamides Under Basic Conditions. Synthesis of cis-3,4-Epoxypiperidin-2-ones | |
Alexander S. Fisyuk1  | |
[1] Department of Organic Chemistry, Omsk State University, Omsk, 644077, Russian Federation | |
关键词: Darzens reaction; intramolecular cyclization; N-(3-oxoalkyl)chloroacetamides; | |
DOI : 10.3390/70200119 | |
来源: mdpi | |
【 摘 要 】
It has been shown that N-(3-oxoalkyl)chloroacetamides (1) can be converted into cis-3,4-epoxypiridin-2-ones (2) upon treatment with t-BuOK in a t-BuOH-C6H6 solution due to a resulting intramolecular Darzens reaction. It has been found that under kinetically controlled reaction conditions (NaOH/C6H6), besides the intramolecular Darzens reaction an intramolecular alkylation takes place.
【 授权许可】
CC BY
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
【 预 览 】
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