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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Active Pyridinium Based Ionic Liquid Anchored Quinuclidine Organocatalyst for Morita-Baylis-Hillman Reaction

Author(s): Vivek Srivastava*

Volume 19, Issue 8, 2022

Published on: 24 February, 2022

Page: [668 - 676] Pages: 9

DOI: 10.2174/1570178618666211109154608

Price: $65

Abstract

In the present manuscript, we easily synthesized three different types of ionic liquid supported 3-quinuclidinone organocatalysts such as [PyAmEQ][BF4] (Py-CATALYST-1), [PyAmEQ][PF6] (Py-CATALYST-2), and [PyAmEQ][NTf2] (Py-CATALYST-3). After performing the careful characterization of the above catalysts with sophisticated analytical techniques, we utilized them as a catalyst to study the passive Morita-Baylis-Hillman reaction. The corresponding Morita-Baylis-Hillman adducts were easily isolated, followed by the simple ether extraction method. Moreover, the above protocol also promoted low catalyst loading, short reaction time, wide substrate scope, easy product, and catalyst recycling. We easily recycled the catalytic system for 5 runs with no noticeable loss in the chemical yield. Additionally, Py-CATALYST-3 was also used to prepare biologically active materials, i.e., N-((E,3S,4R)-5-benzylidene-tetrahydro-4-hydroxy-6-oxo- 2H-pyran-3-yl) palmitamide derivatives.

Keywords: Morita-Baylis-Hillman adducts, supported catalysis, 3-quinuclidinone, catalyst recycling, Ionic liquid, Garner aldehyde.

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