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| Type |
Poster Presentation |
| Area |
Organic Chemistry |
| Room No. |
Event Hall |
| Time |
4월 19일 (목요일) 11:00~12:30 |
| Code |
ORGN.P-511 |
| Subject |
Synthesis of N-containing Polycyclic Systems via an Oxidative Mannich-type Cyclization |
| Authors |
Areum Jung, Sun-Joon Min1,*
Department of Applied Chemistry, Hanyang University, Korea
1Dept of Chemical & Molecular Eng/Applied Chemistry, Hanyang University, Korea
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| Abstract |
Tetrahydroisoquinoline derivatives (THIQs) are heterocyclic compounds which consist of hydrogenated form of isoquinolines and they are often found as building blocks in organic synthesis or pharmaceuticals with a wide variety of biological activities. For example, THIQ and its derivatives have been reported as antagonists of dopamine D2 receptors, which would be applicable to development of therapeutic candidates for treatment of Parkinson’s diseases.
The oxidative C-C bond formation of amines with nucleophiles has received considerable attention in organic synthetic community. While many examples of the intermolecular reactions have been reported, the intramolecular reactions are somewhat limited. Several cyclization reactions of amines with nucleophiles using transition metals such as Fe, Pd, Cu and Ru as oxidants have been reported, but intramolecular oxidative Mannich type cyclizations of ketones are still rare. Thus, the synthesis of N-containing polycyclic systems via direct C-H activation of cyclic amines such as tetrahydrosioquionolines under mild metal-free conditions is challenging.
In this presentation, our synthetic approaches towards tetrahydroisoquinoline derivatives (THIQs) via oxidative Mannich cyclization are described. Our synthetic plan includes a conjugate addition reaction of cyclic amines followed by an intramolecular Mannich cyclization to afford N-containing tricyclic system, which would be tetrahydroisoquinoline derivatives. In addition, further expansion of this strategy to development of a chemical library of quinolizidine derivatives will be discussed.
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| E-mail |
vlzzzlv@naver.com |
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121st General Meeting of the KCS