Abstract
The Pomeranz-Fritsch reaction and its Schlittler-Müller modification were successfully applied in the Ugi postcyclization strategy by using orthogonally protected aminoacetaldehyde diethyl acetal and complementary electron rich building blocks. Several scaffolds, including isoquinolines, carboline, alkaloid-like tetrazole-fused tetracyclic compounds, and benzo[ d]azepinone scaffolds, were synthesized in generally moderate to good yield. All our syntheses provide a short MCR-based sequence to novel or otherwise difficult to access scaffolds. Hence, we foresee multiple applications of these synthesis technologies.
Original language | English |
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Pages (from-to) | 3533-3537 |
Number of pages | 5 |
Journal | Organic letters |
Volume | 21 |
Issue number | 10 |
DOIs | |
Publication status | Published - 17-May-2019 |
Keywords
- SOLUTION-PHASE PREPARATION
- PICTET-SPENGLER REACTION
- ASYMMETRIC-SYNTHESIS
- BOBBITT SYNTHESIS
- UGI
- ALKALOIDS
- EFFICIENT
- MCR
- FUNCTIONALIZATION
- QUINOLINES
Datasets
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CCDC 1827865: Experimental Crystal Structure Determination
Wang, Y. (Contributor), Patil, P. (Contributor), Kurpiewska, K. (Contributor), Kalinowska-Tluscik, J. (Contributor) & Dömling, A. (Contributor), University of Groningen, 16-Jul-2018
DOI: 10.5517/ccdc.csd.cc1zc1ds
Dataset
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CCDC 1573261: Experimental Crystal Structure Determination
Wang, Y. (Contributor), Patil, P. (Contributor), Kurpiewska, K. (Contributor), Kalinowska-Tluscik, J. (Contributor) & Dömling, A. (Contributor), University of Groningen, 7-Sep-2017
DOI: 10.5517/ccdc.csd.cc1pt3cz
Dataset
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CCDC 1828772: Experimental Crystal Structure Determination
Wang, Y. (Contributor), Patil, P. (Contributor), Kurpiewska, K. (Contributor), Kalinowska-Tluscik, J. (Contributor) & Dömling, A. (Contributor), University of Groningen, 10-Mar-2018
DOI: 10.5517/ccdc.csd.cc1zcznz
Dataset