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通过二胺的再生环化合理设计 N-杂环化合物类。

Rational design of N-heterocyclic compound classes via regenerative cyclization of diamines.

机构信息

Lehrstuhl Anorganische Chemie II-Katalysatordesign, Sustainable Chemistry Centre, Universität Bayreuth, 95440, Bayreuth, Germany.

出版信息

Nat Commun. 2023 Feb 3;14(1):595. doi: 10.1038/s41467-023-36220-w.

DOI:10.1038/s41467-023-36220-w
PMID:36737444
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9898245/
Abstract

The discovery of reactions is a central topic in chemistry and especially interesting if access to compound classes, which have not yet been synthesized, is permitted. N-Heterocyclic compounds are very important due to their numerous applications in life and material science. We introduce here a consecutive three-component reaction, classes of N-heterocyclic compounds, and the associated synthesis concept (regenerative cyclisation). Our reaction starts with a diamine, which reacts with an amino alcohol via dehydrogenation, condensation, and cyclisation to form a new pair of amines that undergoes ring closure with an aldehyde, carbonyldiimidazole, or a dehydrogenated amino alcohol. Hydrogen is liberated in the first reaction step and the dehydrogenation catalyst used is based on manganese.

摘要

反应的发现是化学的一个核心主题,如果能够获得尚未合成的化合物类别,那么这将非常有趣。由于 N-杂环化合物在生命科学和材料科学中有许多应用,因此它们非常重要。我们在这里介绍了一个连续的三组分反应、N-杂环化合物的类别以及相关的合成概念(再生环化)。我们的反应从二胺开始,二胺通过脱氢、缩合和环化与氨基醇反应,形成一对新的胺,然后与醛、羰基二咪唑或脱氢氨基醇进行环合。在第一步反应中释放出氢气,所用的脱氢催化剂基于锰。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/0ae8ff34b5d4/41467_2023_36220_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/b9cd3f8b9be0/41467_2023_36220_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/a1fde8dd0312/41467_2023_36220_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/9176f1593270/41467_2023_36220_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/9eff23d5c42f/41467_2023_36220_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/8490a6580350/41467_2023_36220_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/50eb17a763df/41467_2023_36220_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/eef398f985d5/41467_2023_36220_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/0ae8ff34b5d4/41467_2023_36220_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/b9cd3f8b9be0/41467_2023_36220_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/a1fde8dd0312/41467_2023_36220_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/9176f1593270/41467_2023_36220_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/9eff23d5c42f/41467_2023_36220_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/8490a6580350/41467_2023_36220_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/50eb17a763df/41467_2023_36220_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/eef398f985d5/41467_2023_36220_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b530/9898245/0ae8ff34b5d4/41467_2023_36220_Fig8_HTML.jpg

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