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Type |
Symposium |
Area |
Current Trends in Organic Chemistry II: Synthetic Methology and Catalysis |
Room No. |
Room 325A+B |
Time |
FRI 10:25-: |
Code |
ORGN2-4 |
Subject |
Efficient Synthetic Methods using Benzynes for Bioactive molecules |
Authors |
Haye Min Ko Department of Bio-nanochemistry, Wonkwang University, Korea |
Abstract |
The 1-ethyl-4-phenylpiperazine motif plays an important role and is an essential structure in many compounds used in a variety of fields, such as material, agrochemical, and medicinal chemistry. Especially, bioactive molecules having these privileged heterocycles have found widespread applications as drug candidates or experimental drugs. 2-(4-Phenylpiperazin-1-yl)ethyl-containing derivatives are known to possess several bioactivities such as antitumor, antiinflammatory, antiobesity, and cardiovascular activities. Despite their potential and usefulness, methods to construct this scaffold have been extremely limited. To overcome the synthetic difficulty and limitation of structural diversity, we focused our attention on aryne-mediated three-component reactions under transition-metal-free conditions. In particular, benzynes, which can be generated from o-silyl aryl triflates, are very reactive intermediates owing to a strained π-bond. However, to the best of our knowledge, extensive research of this reaction using DABCO to obtain 1-ethyl-4-phenylpiperazine-containing derivatives has not been sufficiently explored. Therefore, we decided to examine the reaction of tertiary amines, such as N-methyl morpholine or DABCO with arynes.
References
1) J. H. Seo, H. M. Ko, Tetrahedron Lett. 2018, 59, 671-674
2) G. Min, J. Seo, H. M. Ko, J. Org. Chem. 2018, 83, 8417-8425
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E-mail |
hayeminko@wku.ac.kr |
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