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Synthesis 2020; 52(11): 1707-1718
DOI: 10.1055/s-0037-1610755
DOI: 10.1055/s-0037-1610755
paper
Fast and Efficient Green Procedure for the Synthesis of Benzo[5,6]chromene Derivatives and Their Sulfur Analogues in Water by Organocatalyst Potassium Phthalimide-N-oxyl
We are grateful for the financial support from Urmia University. We are also grateful for the partial financial support from The Research Council of Iran University of Science and Technology (IUST), Tehran, Iran (Grant No 160/19108).Further Information
Publication History
Received: 26 December 2019
Accepted after revision: 10 February 2020
Publication Date:
02 March 2020 (online)
Abstract
A simple, clean, straightforward, and environmentally benign one-pot, three-component reaction of various arylglyoxal monohydrates, β-naphthol, and barbituric acid [pyrimidine-2,4,6(1H,3H,5H)-trione] or thiobarbituric acid in the presence of catalytic amounts potassium phthalimide-N-oxyl (PPINO), as a mild and efficient organocatalyst in aqueous media under reflux conditions is reported. This transformation produced the novel diverse-substituted 12-benzoyl-8,12-dihydro-9H-benzo[5,6]chromeno[2,3-d]pyrimidine-9,11(10H)-diones and their sulfur analogues in 82–93% yield via filtration and without utilization of any chromatography. The high yields of products, very simple operation, easy workup, availability of starting materials, green process, and high atom-economy are the main benefits of this synthetic strategy.
Keywords
potassium phthalimide-N-oxyl - arylglyoxal monohydrate - benzo[5,6]chromenes - one-pot - three-component reaction - green processSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610755.
- Supporting Information
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