Aromatic Functionalized Indanones and Indanols: Broad Spectrum Intermediates for Drug Candidate Diversification
A series of new aromatic substituted indanone and indanol building blocks have been prepared and are anticipated to aid future drug discovery studies. In total, seven compounds (<b>7</b>, <b>12</b>–<b>17</b>) are expounded on, and all have been fully characterized...
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MDPI AG
2024-08-01
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| author | Thomas C. Nugent Nilesh N. Shitole |
| author_facet | Thomas C. Nugent Nilesh N. Shitole |
| author_sort | Thomas C. Nugent |
| collection | DOAJ |
| description | A series of new aromatic substituted indanone and indanol building blocks have been prepared and are anticipated to aid future drug discovery studies. In total, seven compounds (<b>7</b>, <b>12</b>–<b>17</b>) are expounded on, and all have been fully characterized. In doing so, we have shown multiple examples of highly chemoselective reactions. One example employed an adaptation of Fujioka’s chemoselective reduction methodology, allowing an ester to be reduced in the presence of a ketone. In another example, an uncommon benzylic methyl group to aldehyde oxidation was demonstrated for two different compounds. These and other chemoselective interconversions allowed us to identify compound (<b>12</b>) as a remarkably flexible springboard for accessing a diverse array of indan-based building blocks (<b>13</b>–<b>17</b>). |
| format | Article |
| id | doaj-art-63d4636a70264ba288df9c032d508de0 |
| institution | OA Journals |
| issn | 2673-401X |
| language | English |
| publishDate | 2024-08-01 |
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| series | Organics |
| spelling | doaj-art-63d4636a70264ba288df9c032d508de02025-08-20T01:55:45ZengMDPI AGOrganics2673-401X2024-08-015326327610.3390/org5030014Aromatic Functionalized Indanones and Indanols: Broad Spectrum Intermediates for Drug Candidate DiversificationThomas C. Nugent0Nilesh N. Shitole1School of Science, Constructor University, Campus Ring 1, 28759 Bremen, GermanySchool of Science, Constructor University, Campus Ring 1, 28759 Bremen, GermanyA series of new aromatic substituted indanone and indanol building blocks have been prepared and are anticipated to aid future drug discovery studies. In total, seven compounds (<b>7</b>, <b>12</b>–<b>17</b>) are expounded on, and all have been fully characterized. In doing so, we have shown multiple examples of highly chemoselective reactions. One example employed an adaptation of Fujioka’s chemoselective reduction methodology, allowing an ester to be reduced in the presence of a ketone. In another example, an uncommon benzylic methyl group to aldehyde oxidation was demonstrated for two different compounds. These and other chemoselective interconversions allowed us to identify compound (<b>12</b>) as a remarkably flexible springboard for accessing a diverse array of indan-based building blocks (<b>13</b>–<b>17</b>).https://www.mdpi.com/2673-401X/5/3/14indanoneindanolchemoselectivitytriethylphosphinetributylphosphinedialdehyde |
| spellingShingle | Thomas C. Nugent Nilesh N. Shitole Aromatic Functionalized Indanones and Indanols: Broad Spectrum Intermediates for Drug Candidate Diversification Organics indanone indanol chemoselectivity triethylphosphine tributylphosphine dialdehyde |
| title | Aromatic Functionalized Indanones and Indanols: Broad Spectrum Intermediates for Drug Candidate Diversification |
| title_full | Aromatic Functionalized Indanones and Indanols: Broad Spectrum Intermediates for Drug Candidate Diversification |
| title_fullStr | Aromatic Functionalized Indanones and Indanols: Broad Spectrum Intermediates for Drug Candidate Diversification |
| title_full_unstemmed | Aromatic Functionalized Indanones and Indanols: Broad Spectrum Intermediates for Drug Candidate Diversification |
| title_short | Aromatic Functionalized Indanones and Indanols: Broad Spectrum Intermediates for Drug Candidate Diversification |
| title_sort | aromatic functionalized indanones and indanols broad spectrum intermediates for drug candidate diversification |
| topic | indanone indanol chemoselectivity triethylphosphine tributylphosphine dialdehyde |
| url | https://www.mdpi.com/2673-401X/5/3/14 |
| work_keys_str_mv | AT thomascnugent aromaticfunctionalizedindanonesandindanolsbroadspectrumintermediatesfordrugcandidatediversification AT nileshnshitole aromaticfunctionalizedindanonesandindanolsbroadspectrumintermediatesfordrugcandidatediversification |