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Permanent link:
https://www.ias.ac.in/article/fulltext/jcsc/133/0038 -
Keywords
Salicylic acid and microwaves ;Organocatalysis ;Paal–Knorr reaction ;2,5-dimethylpyrrole. -
Abstract
In this study, the viability of a wide range of crystalline aromatic and aliphatic carboxylic acids asorganocatalysts has been investigated for solvent-free Paal–Knorr pyrrole synthesis under microwave activation.Among these potential catalysts, crystalline salicylic acid proved to be a remarkable catalyst becauseits efficiency remained high even under low microwave power irradiation or a shorter reaction time for themodel reaction. The outstanding catalytic activity of salicylic acid allowed the Paal–Knorr cyclocondensationwith a turnover frequency up to 1472 h-1 which is unique in the context of a metal-free homogeneouscatalysis. The attractive feature of this organocatalyst is its assistance in ultrafast pyrrole synthesis with norisk of metal contamination.
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Graphical Abstract
Synopsis: A green and expeditious protocol for the synthesis of 2,5-dimethylpyrroles via combination of salicylic acid as catalyst (in its solid state) and microwaves has been introduced.
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Author Affiliations
KIOUMARS AGHAPOOR1 FARSHID MOHSENZADEH HOSSEIN REZA DARABI HANI SAYAHI
- Applied Chemicals Synthesis Lab., Chemistry and Chemical Engineering Research Center of Iran, Pajoohesh Blvd., km 17, Karaj Hwy, Tehran 14968-13151, Iran
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Dates
- Published
- 7 April 2021
- Manuscript received
- 13 August 2020
- Manuscript revised
- 25 November 2020
- Accepted
- 3 January 2021
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Journal of Chemical Sciences
Volume 135, 2023
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