<i>p</i> TSA-catalyzed synthesis of functionalized chromeno[2,3- <i>d</i> ]pyrimidine/chromeno[4,3- <i>b</i> ]chromene derivatives <i>via</i> one-pot three component reaction: mechanistic insights and variable temperature NMR studies to investigate r
In this study, an efficient and convenient three-component cyclization protocol is presented for the development of synthetically important chromeno[2,3-<i>d</i>]pyrimidine/chromeno[4,3-<i>b</i>]chromene derivatives <i>via p</i>TSA-catalyzed reaction of substituted salicylaldehyde, 1,3-dimethylbarbituric acid/4-hydroxycoumarin, and electron-rich arenes at 80 °C in the presence of ethanol. In addition, variable temperature (VT) <sup>1</sup>H &<sup>13</sup>C NMR spectroscopy is used to study the dynamic Csp<sup>2</sup>-Csp<sup>3</sup> bond between the electron-rich aryl group and the benzylic sp<sup>3</sup>-carbon. Furthermore, our development is simple and economical, tolerates many functional groups, works with a wide variety of substrates, produces exceptional yields, does not require column chromatography, and allows for scalable synthesis-all of which support the basic principles of green chemistry.
Authors
- Sabyasachi Bhunia (ORCID: https://orcid.org/0000-0001-5666-1949)
- Debjit Das (ORCID: https://orcid.org/0000-0002-0921-0907)
- Yogesh Bhaskar Singh Tanwer
- Sanchari Pal (ORCID: https://orcid.org/0009-0001-8622-7905)
- Suman Sourabh
Institutions
- Central University of Jharkhand (IN)
Publication Details
- Journal
- RSC Advances
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ra06198a
- Primary Topic
- Multicomponent Synthesis of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Science and Engineering Research Board