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Greener and scalable mechanosynthesis of bis(3-indolyl)methane as an example of versatile pharmaceutical scaffold: Is the mechanochemical technique a metal-free process?

The metal-free feature of mechanosynthesis of bis(3-indolyl)methane derivatives using poly(4-vinyl pyridine), a commercially available functional polymer, by ball mill technique at ambient conditions was studied. The condensation of various carbonyl compounds with two indoles smoothly proceeded, and...

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Main Authors: Fahim, Hoda, Mihankhah, Peyman, Khaligh, Nader Ghaffari
Format: Article
Published: Taylor & Francis Ltd 2023
Subjects:
QC Physics
QD Chemistry
Online Access:http://eprints.um.edu.my/39202/
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spelling my.um.eprints.392022024-11-27T06:43:39Z http://eprints.um.edu.my/39202/ Greener and scalable mechanosynthesis of bis(3-indolyl)methane as an example of versatile pharmaceutical scaffold: Is the mechanochemical technique a metal-free process? Fahim, Hoda Mihankhah, Peyman Khaligh, Nader Ghaffari QC Physics QD Chemistry The metal-free feature of mechanosynthesis of bis(3-indolyl)methane derivatives using poly(4-vinyl pyridine), a commercially available functional polymer, by ball mill technique at ambient conditions was studied. The condensation of various carbonyl compounds with two indoles smoothly proceeded, and pure products were easily isolated in high to excellent yields. Poly(4-vinylpyridine) exhibited high recyclability without any loss of catalytic activity or change in the chemical structure. The influence of polymer MW with a certain PDI on the mechanosynthesis of BIMs was investigated. In addition, the effect of the ball and jar with zirconium oxide material was studied on the rate and yield of the BIMs synthesis process. The method was scalable and generated minimal hazardous wastes. Some merits of the current methodology are such as the good to high yields for various carbonyl compounds and avoiding the use of toxic, expensive, and metal-containing catalysts with a tedious process of preparation, separation, and purification. Taylor & Francis Ltd 2023-01 Article PeerReviewed Fahim, Hoda and Mihankhah, Peyman and Khaligh, Nader Ghaffari (2023) Greener and scalable mechanosynthesis of bis(3-indolyl)methane as an example of versatile pharmaceutical scaffold: Is the mechanochemical technique a metal-free process? Synthetic Communications, 53 (2). pp. 146-159. ISSN 0039-7911,
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Research Repository
url_provider http://eprints.um.edu.my/
topic QC Physics
QD Chemistry
spellingShingle QC Physics
QD Chemistry
Fahim, Hoda
Mihankhah, Peyman
Khaligh, Nader Ghaffari
Greener and scalable mechanosynthesis of bis(3-indolyl)methane as an example of versatile pharmaceutical scaffold: Is the mechanochemical technique a metal-free process?
description The metal-free feature of mechanosynthesis of bis(3-indolyl)methane derivatives using poly(4-vinyl pyridine), a commercially available functional polymer, by ball mill technique at ambient conditions was studied. The condensation of various carbonyl compounds with two indoles smoothly proceeded, and pure products were easily isolated in high to excellent yields. Poly(4-vinylpyridine) exhibited high recyclability without any loss of catalytic activity or change in the chemical structure. The influence of polymer MW with a certain PDI on the mechanosynthesis of BIMs was investigated. In addition, the effect of the ball and jar with zirconium oxide material was studied on the rate and yield of the BIMs synthesis process. The method was scalable and generated minimal hazardous wastes. Some merits of the current methodology are such as the good to high yields for various carbonyl compounds and avoiding the use of toxic, expensive, and metal-containing catalysts with a tedious process of preparation, separation, and purification.
format Article
author Fahim, Hoda
Mihankhah, Peyman
Khaligh, Nader Ghaffari
author_facet Fahim, Hoda
Mihankhah, Peyman
Khaligh, Nader Ghaffari
author_sort Fahim, Hoda
title Greener and scalable mechanosynthesis of bis(3-indolyl)methane as an example of versatile pharmaceutical scaffold: Is the mechanochemical technique a metal-free process?
title_short Greener and scalable mechanosynthesis of bis(3-indolyl)methane as an example of versatile pharmaceutical scaffold: Is the mechanochemical technique a metal-free process?
title_full Greener and scalable mechanosynthesis of bis(3-indolyl)methane as an example of versatile pharmaceutical scaffold: Is the mechanochemical technique a metal-free process?
title_fullStr Greener and scalable mechanosynthesis of bis(3-indolyl)methane as an example of versatile pharmaceutical scaffold: Is the mechanochemical technique a metal-free process?
title_full_unstemmed Greener and scalable mechanosynthesis of bis(3-indolyl)methane as an example of versatile pharmaceutical scaffold: Is the mechanochemical technique a metal-free process?
title_sort greener and scalable mechanosynthesis of bis(3-indolyl)methane as an example of versatile pharmaceutical scaffold: is the mechanochemical technique a metal-free process?
publisher Taylor & Francis Ltd
publishDate 2023
url http://eprints.um.edu.my/39202/
_version_ 1817841943972937728
score 13.223943

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