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通过脂环胺的α-C-H/N-H环化反应合成多环咪唑

Synthesis of Polycyclic Imidazoles via α-C-H/N-H Annulation of Alicyclic Amines.

作者信息

Dutta Subhradeep, Bhatt Kamal, Cuffel Fabian, Seidel Daniel

机构信息

Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.

出版信息

Synthesis (Stuttg). 2023 Aug;55(15):2343-2352. doi: 10.1055/a-2022-1511. Epub 2023 Apr 13.

DOI:10.1055/a-2022-1511
PMID:38314182
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10836336/
Abstract

Secondary alicyclic amines are converted to their corresponding ring-fused imidazoles in a simple procedure consisting of oxidative imine formation followed by a van Leusen reaction. Amines with an existing α-substituent undergo regioselective ring-fusion at the α'-position. This method was utilized in a synthesis of fadrozole.

摘要

仲脂环胺可通过一个简单的过程转化为其相应的稠合咪唑环,该过程包括氧化亚胺的形成,随后进行范鲁森反应。具有现有α-取代基的胺在α'-位进行区域选择性环融合。该方法被用于法倔唑的合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f8c4/10836336/4280d21f55a0/nihms-1920955-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f8c4/10836336/8438244cedf6/nihms-1920955-f0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f8c4/10836336/6f58c950fa98/nihms-1920955-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f8c4/10836336/f20b9d0c4ca5/nihms-1920955-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f8c4/10836336/4280d21f55a0/nihms-1920955-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f8c4/10836336/8438244cedf6/nihms-1920955-f0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f8c4/10836336/6f58c950fa98/nihms-1920955-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f8c4/10836336/f20b9d0c4ca5/nihms-1920955-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f8c4/10836336/4280d21f55a0/nihms-1920955-f0004.jpg

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Photoinduced Copper-Catalyzed Asymmetric C(sp )-H Alkynylation of Cyclic Amines by Intramolecular 1,5-Hydrogen Atom Transfer.
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