Camphor sulfonic acid catalyzed facile and general method for the synthesis of 3, 3'-(arylmethylene)bis(4-hydroxy-2H-chromen-2-ones), 3, 3'-(arylmethylene)bis(2-hydroxynaphthalene-1, 4-diones) and 3, 3'-(2-oxoindoline-3, 3-diyl)bis(2-hydroxynaphthalene-1, 4-dione) derivatives at room temperature. Issue 7 (3rd April 2021)

• Record Type: Journal Article
• Authors: Kaur, Gurpreet; Singh, Diksha; Singh, Arvind; Banerjee, Bubun
• Is Part Of: Synthetic communications. Volume 51:Issue 7(2021)
• Page Start: 1045
• Page End: 1057
• Publication Date: 2021-04-03
• Subjects: 3, 3'-(arylmethylene)bis(4-hydroxy-2H-chromen-2-one) -- 3, 3'-(arylmethylene)bis(2-hydroxynaphthalene-1, 4-dione) -- 3, 3'-(2-oxoindoline-3, 3-diyl)bis(2-hydroxynaphthalene-1, 4-dione) -- camphor sulfonic acid -- no column chromatography; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2020.1856877
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: Camphor sulfonic acid catalyzed a straightforward, efficient, and general method has been developed for the synthesis of 3, 3'-(arylmethylene) bis (4-hydroxy-2 H -chromen-2-ones), 3, 3'-(arylmethylene) bis (2-hydroxynaphthalene-1, 4-diones) and 3, 3'-(2-oxoindoline-3, 3-diyl) bis (2-hydroxynaphthalene-1, 4-dione) derivatives in aqueous ethanol at room temperature from the reactions of various aromatic aldehydes and 4-hydroxycoumarin or 2-hydroxynaphthalene-1, 4-dione respectively. Mild reaction conditions, use of metal-free organocatalyst, good to excellent yields, high atom-economy, environmentally benign, easy isolation of products, and no column chromatographic separation are some of the major benefits of this developed protocol. Graphical Abstract: