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Article Abstract
A simple and highly chemoselective heteroannulation protocol for the synthesis of polysubstituted heterocycles is reported. In this work, various oxa-aza[3.3.3]propellanes were synthesized via a sequential one-pot reaction of ninhydrin, malononitrile and nitroketene acetal or nitroketene aminals in water at ambient temperature. This successive Knoevenagel condensation/Michael addition/cyclization sequence features high atom economy, excellent efficiency, and the use of water as a solvent without the need for metal catalysts or external activators. This method can be presented as a good example of group-assisted purification (GAP), in which traditional purification techniques such as recrystallization and column chromatography are avoided and pure products are obtained simply by washing the crude products.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC12313881 | PMC |
| http://dx.doi.org/10.1038/s41598-025-13577-0 | DOI Listing |
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