AI Article Synopsis
- A new method was created to easily convert spiro[indoline-3,2'-quinoxaline]-2,3'-diones into quinolino[3,4-]quinoxalin-6-ones, using isatines, malononitrile, and 1,2-phenylenediamines under mild conditions.
- This method is efficient and yields high amounts of the desired compounds, making it useful for creating a diverse range of quinolino[3,4-]quinoxalin-6-ones that could be tested in medicinal chemistry.
- The researchers also used extensive DFT calculations to study the reaction mechanism in detail.
Article Abstract
A facile and direct intramolecular indolinone-quinolone rearrangement was developed for the synthesis of quinolino[3,4-]quinoxalin-6-ones from spiro[indoline-3,2'-quinoxaline]-2,3'-diones, which are readily available with use of isatines, malononitrile, and 1,2-phenylenediamines under quite mild conditions. This efficient approach provides excellent yields and could potentially be used for the construction of a diverse library of quinolino[3,4-]quinoxalin-6-ones for high-throughput screening in medicinal chemistry. The reaction mechanism is explored by extensive DFT calculations.
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| http://dx.doi.org/10.1021/acs.joc.3c01906 | DOI Listing |
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