4.7 Article

Supramolecular aminocatalysis via inclusion complex: Amino-doped beta-cyclodextrin as an efficient supramolecular catalyst for the synthesis of chromeno pyrimido[1,2-b]indazol in water

Journal

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.jiec.2018.08.010

Keywords

Mono-6-deoxy-6-amino-beta-cyclodextrin; Amino-appended supramolecular catalyst; Poly heterocycles; One-pot synthesis; 2D ROESY NMR

Funding

  1. KU Brain Pool Program of Konkuk University
  2. Basic Science Research Program through the National Research Foundation of Korea (NRF) - Ministry of Education [NRF-2015R1D1A1A01058686]
  3. Bio & Medical Technology Development Program of the NRF - Korean government, MSIP [NRF-2015M3A9B8031831]

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Well-modified amino-appended beta-cyclodextrin (AA-beta-CD) with an amino group at the primary face of the beta-CD was synthesized and used in the catalytic synthesis of chromeno pyrimido(1,2-b]indazol as supramolecular catalysts in water for the first time. AA-beta-CD was characterized by FT-IR, NMR, MALDI-TOF mass spectrometry, and SEM analysis. A possible reaction mechanism featuring molecular complexation was suggested based on 2D NMR (ROESY) spectroscopy, FE-SEM, DSC, and FT-IR. Advantages such as operational simplicity, recyclability of the catalysts, and accessibility in aqueous medium render this protocol eco-friendly. (C) 2018 The Korean Society of Industrial and Engineering Chemistry. Published by Elsevier B.V. All rights reserved.

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