AI Article Synopsis
- Substituted tetrahydrochromenes and dihydronaphthofurans can be efficiently synthesized by reacting β-tetralone with β-nitro styrene-based Morita-Baylis-Hillman (MBH) acetates through a formal [3 + 3]/[3 + 2] annulation process.
- The synthesis involves a cascade reaction that includes Michael addition and oxa-Michael addition, resulting in moderate to good yields.
- A Density Functional Theory (DFT) study was conducted to explain the mechanisms behind the formation of the six-membered (6-cyclization) and five-membered (5-cyclization) heterocycles.
Article Abstract
Substituted tetrahydrochromenes and dihydronaphthofurans are easily accessible by the treatment of β-tetralone with -β-nitro styrene derived Morita-Baylis-Hillman (MBH) acetates through a formal [3 + 3]/[3 + 2] annulation. The reaction proceeds through a cascade Michael/oxa-Michael pathway with moderate to good yields. A DFT study was carried out to account for the formation of the corresponding six and five-membered heterocycles 6- and 5- cyclization.
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Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9932637 | PMC |
| http://dx.doi.org/10.1039/d2ra08163f | DOI Listing |
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