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通过三氟甲磺酸镧催化的3,4-环氧胺的分子内区域选择性氨解反应合成氮杂环丁烷。

Azetidine synthesis by La(OTf)-catalyzed intramolecular regioselective aminolysis of -3,4-epoxy amines.

作者信息

Kuriyama Yuse, Sasano Yusuke, Iwabuchi Yoshiharu

机构信息

Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Sendai, Japan.

出版信息

Front Chem. 2023 Sep 19;11:1251299. doi: 10.3389/fchem.2023.1251299. eCollection 2023.

DOI:10.3389/fchem.2023.1251299
PMID:37795386
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10546187/
Abstract

Azetidine is a prevalent structural motif found in various biologically active compounds. In this research paper, we report La(OTf)-catalyzed intramolecular regioselective aminolysis of -3,4-epoxy amines to afford azetidines. This reaction proceeded in high yields even in the presence of acid-sensitive and Lewis basic functional groups.

摘要

氮杂环丁烷是在各种生物活性化合物中发现的一种常见结构单元。在本研究论文中,我们报道了三氟甲磺酸镧催化的 -3,4-环氧胺的分子内区域选择性氨解反应,以生成氮杂环丁烷。即使在存在酸敏感和路易斯碱性官能团的情况下,该反应也能高产率地进行。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/efcf3a097009/fchem-11-1251299-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/7c69e3e5873a/FCHEM_fchem-2023-1251299_wc_sch1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/b6f40e4d4067/FCHEM_fchem-2023-1251299_wc_sch2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/8f9233b5be2b/fchem-11-1251299-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/e27db620ba0a/FCHEM_fchem-2023-1251299_wc_sch3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/992e5f12be1d/fchem-11-1251299-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/4c306236b43d/fchem-11-1251299-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/efcf3a097009/fchem-11-1251299-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/7c69e3e5873a/FCHEM_fchem-2023-1251299_wc_sch1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/b6f40e4d4067/FCHEM_fchem-2023-1251299_wc_sch2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/8f9233b5be2b/fchem-11-1251299-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/e27db620ba0a/FCHEM_fchem-2023-1251299_wc_sch3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/992e5f12be1d/fchem-11-1251299-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/4c306236b43d/fchem-11-1251299-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c61f/10546187/efcf3a097009/fchem-11-1251299-g004.jpg

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