Kim Yohan, Shinde Vijay Vilas, Jeong Daham, Jung Seunho
Department of Systems Biotechnology & Department of Bioscience and Biotechnology, Microbial Carbohydrate Resource Bank (MCRB), Center for Biotechnology Research in UBITA (CBRU), Konkuk University, Seoul 05029, Korea.
Institute for Ubiquitous Information Technology and Applications (UBITA), Center for Biotechnology Research in UBITA (CBRU), Konkuk University, Seoul 05029, Korea.
Polymers (Basel). 2020 Feb 9;12(2):393. doi: 10.3390/polym12020393.
In this study we describe the use of an aminoethylamino-β-cyclodextrin (AEA-β-CD) as a supramolecular homogeneous catalyst for the synthesis of a series of diversely substituted quinaldine derivatives which are medicinally important, via Pfitzinger reaction. This supramolecular catalyst exhibited remarkable catalytic activity with high substrate scope to achieve the synthetic targets in good to excellent yield, 69-92%. The structural and morphological properties of the synthesized AEA-β-CD were determined through MALDI-TOF mass spectrometry, NMR, FT-IR, and SEM analysis. Possible reaction mechanisms were determined through molecular host-guest complexation and proposed based on 2D NMR (ROESY) spectroscopy, FT-IR, FE-SEM, and DSC.
在本研究中，我们描述了使用氨乙基氨基-β-环糊精（AEA-β-CD）作为超分子均相催化剂，通过费茨inger反应合成一系列具有重要药用价值的多种取代喹哪啶衍生物。这种超分子催化剂表现出显著的催化活性，底物范围广，能够以69 - 92%的良好至优异产率实现合成目标。通过基质辅助激光解吸电离飞行时间质谱（MALDI-TOF）、核磁共振（NMR）、傅里叶变换红外光谱（FT-IR）和扫描电子显微镜（SEM）分析确定了合成的AEA-β-CD的结构和形态特性。通过分子主客体络合确定了可能的反应机制，并基于二维核磁共振（ROESY）光谱、傅里叶变换红外光谱、场发射扫描电子显微镜和差示扫描量热法提出了该机制。
