Abstract
An efficient protocol for base-catalysed (4+2) annulation between 2-nitrobenzofuran and N-alkoxyacrylamide was developed. The corresponding 1-alkoxy-3,4-dihydrobenzofuro[3,2-b]pyridin-2(1H)-ones were obtained in high to excellent yields by organic base catalysis. In addition, a dearomative nitrotetrahydrobenzofuro[3,2-b]pyridin-2(3H)-ones were also obtained in high yields in the presence of an inorganic base. The advantages of this methodology include easily accessible starting materials, simple operational procedures, broad substrate scope, and synthetically useful yields at milder reaction conditions.
Original language | English |
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Article number | e202200657 |
Journal | European Journal of Organic Chemistry |
Volume | 2022 |
Issue number | 30 |
DOIs | |
Publication status | Published - 2022 Aug 12 |
Keywords
- (4+2)-Annulation
- 2-Nitrobenzofuran
- Dearomatisation
- Heterocycle
- Organocatalysis
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
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Dive into the research topics of 'Base-Catalysed (4+2)-Annulation Between 2-Nitrobenzofurans and N-Alkoxyacrylamides: Synthesis of [3,2-b]Benzofuropyridinones'. Together they form a unique fingerprint.Datasets
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CCDC 2071955: Experimental Crystal Structure Determination
Rao, G. A. (Contributor), Gurubrahamam, R. (Contributor) & Chen, K. (Contributor), Cambridge Crystallographic Data Centre, 2022
DOI: 10.5517/ccdc.csd.cc27k184, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc27k184&sid=DataCite
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CCDC 2073824: Experimental Crystal Structure Determination
Rao, G. A. (Contributor), Gurubrahamam, R. (Contributor) & Chen, K. (Contributor), Cambridge Crystallographic Data Centre, 2022
DOI: 10.5517/ccdc.csd.cc27lzkd, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc27lzkd&sid=DataCite
Dataset