Abstract
The present work describes the catalytic activity of Cu-MOF for the one-pot synthesis of tacrine derivatives via a four-component reaction of 2-hydroxynaphthalene-1,4-dione, aldehydes, malononitrile and cycloketones in the presence of AlCl3. The structure of the synthesized compound is confirmed by 1H NMR, 13C NMR, IR, and MASS. The catalyst prepared under pressure is characterized by powder X-ray diffraction and SEM. The noteworthy advantages of this procedure include its broad substrate scope, high yields up to 93%, atom economy, using readily available starting materials and a powerful recyclable nano catalyst. Additionally, there is no need to use column chromatography for purifying products so, it has the potential for large-scale applications in pharmaceutical industries. Another advantage of this method is the ability to recycle the catalyst up to 3 times and reuse it.
Highlights
According to the World Health Organization, over 30 million people worldwide suffer from Alzheimer's disease (AD), and research has shown that this number is rising substantially.1 AD is a type of brain dysfunction that gradually degrades the mental abilities of the patient and leads to memory impairment and dementia
The exibility, physical, chemical, biological properties of these compounds can be very diverse and unique. Among this kind of materials copper-based Metal organic frameworks (MOFs) used as heterogeneous acid in the synthesis of the organic compound
Our work has presented a novel procedure to the synthesis of tacrine derivatives, starting from aldehyde, malononitrile, 2hydroxynaphthalene-1,4-dione and cycloketone derivative as one-pot reaction without the requirement for separating the pyranic intermediate
Summary
According to the World Health Organization, over 30 million people worldwide suffer from Alzheimer's disease (AD), and research has shown that this number is rising substantially. AD is a type of brain dysfunction that gradually degrades the mental abilities of the patient and leads to memory impairment and dementia. Tacrine is one of the drugs that boost acetylcholine by inhibiting cholinesterase enzymes and is known as an important reference with amazing pharmacological properties. Khalilzadeh and coworkers reported new method for the preparation of tacrine analogues via applying microwave irradiation by using silica gel/p-toluenesulfonic acid as a catalyst to improve reaction time.. The exibility, physical, chemical, biological properties of these compounds can be very diverse and unique Among this kind of materials copper-based MOFs used as heterogeneous acid in the synthesis of the organic compound. Our work has presented a novel procedure to the synthesis of tacrine derivatives, starting from aldehyde, malononitrile, 2hydroxynaphthalene-1,4-dione and cycloketone derivative as one-pot reaction without the requirement for separating the pyranic intermediate. We describe convenient synthesis methods tacrine derivatives from the simple starting material
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