Chanda, Tanmoy ; Chowdhury, Sushobhan ; Koley, Suvajit ; Anand, Namrata ; Singh, Maya Shankar (2014) Lewis acid promoted construction of chromen-4-one and isoflavone scaffolds via regio- and chemoselective domino Friedel–Crafts acylation/Allan–Robinson reaction Organic and Biomolecular Chemistry, 12 (45). pp. 9216-9222. ISSN 1477-0520
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Official URL: http://doi.org/10.1039/C4OB01743A
Related URL: http://dx.doi.org/10.1039/C4OB01743A
Abstract
A facile and efficient synthesis of chromen-4-one and isoflavone frameworks is achieved by the domino C-acylation/O-acylation/aldolization sequence. This operationally simple one-pot elegant strategy provides structurally unique chromen-4-ones and isoflavones directly from phenols via concomitant formation of multiple C–C and C–O bonds in a single operation. The outcomes of the buttressing effect, substituent dependence, and catalyst and solvent specificity during the course of the Friedel–Crafts acylation reactions are demonstrated and supported by fitting experiments.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to The Royal Society of Chemistry. |
| ID Code: | 119625 |
| Deposited On: | 15 Jun 2021 07:56 |
| Last Modified: | 15 Jun 2021 07:56 |
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