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Title: | Carbene-catalyzed enantioselective annulation of dinucleophilic hydrazones and bromoenals for access to aryl-dihydropyridazinones and related drugs | Authors: | Mondal, Bivas Maiti, Rakesh Yang, Xing Xu, Jun Tian, Weiyi Yan, Jia-Lei Li, Xiangyang Chi, Robin Yonggui |
Keywords: | Science::Chemistry | Issue Date: | 2021 | Source: | Mondal, B., Maiti, R., Yang, X., Xu, J., Tian, W., Yan, J., Li, X. & Chi, R. Y. (2021). Carbene-catalyzed enantioselective annulation of dinucleophilic hydrazones and bromoenals for access to aryl-dihydropyridazinones and related drugs. Chemical Science, 12(25), 8778-8783. https://dx.doi.org/10.1039/d1sc01891d | Project: | NRF-NRFI2016-06 NRF-CRP22-2019-0002 RG108/16 RG5/19 RG1/18 MOE2019-T2-2-117 MOE2018-T3-1-003 A1783c0008 A1783c0010 |
Journal: | Chemical Science | Abstract: | 4,5-Dihydropyridazinones bearing an aryl substituent at the C6-position are important motifs in drug molecules. Herein, we developed an efficient protocol to access aryl-dihydropyridazinone molecules via carbene-catalyzed asymmetric annulation between dinucleophilic arylidene hydrazones and bromoenals. Key steps in this reaction include polarity-inversion of aryl aldehyde-derived hydrazones followed by chemo-selective reaction with enal-derived α,β-unsaturated acyl azolium intermediates. The aryl-dihydropyridazinone products accessed by our protocol can be readily transformed into drugs and bioactive molecules. | URI: | https://hdl.handle.net/10356/155061 | ISSN: | 2041-6520 | DOI: | 10.1039/d1sc01891d | Schools: | School of Physical and Mathematical Sciences | Rights: | © 2021 The Author(s). Published by the Royal Society of Chemistry. This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. | Fulltext Permission: | open | Fulltext Availability: | With Fulltext |
Appears in Collections: | SPMS Journal Articles |
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