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Selective synthesis of multifunctionalized cyclopent-3-ene-1-carboxamides and 2-oxabicyclo[2.2.1]heptane derivatives.
- Source :
-
New Journal of Chemistry . 9/28/2022, Vol. 46 Issue 36, p17161-17166. 6p. - Publication Year :
- 2022
-
Abstract
- Triethylamine promoted cycloaddition reaction of phenacylmalononitriles and o-hydroxychalcones in ethanol at room temperature gave multifunctionalized cyclopent-3-ene-1-carboxamides in good yields and with high diastereoselectivity. More importantly, the similar reaction of phenacylmalononitriles and chalcone o-enolates in ethanol at room temperature afforded functionalized 2-oxabicyclo[2.2.1]heptane derivatives in satisfactory yields and with high diastereoselectivity. A rational domino reaction was tentatively proposed to explain the selective formation of different cyclic compounds and the diastereoselectivity of the reaction. [ABSTRACT FROM AUTHOR]
- Subjects :
- *CYCLIC compounds
*HEPTANE
*RING formation (Chemistry)
*TRIETHYLAMINE
Subjects
Details
- Language :
- English
- ISSN :
- 11440546
- Volume :
- 46
- Issue :
- 36
- Database :
- Academic Search Index
- Journal :
- New Journal of Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 159220080
- Full Text :
- https://doi.org/10.1039/d2nj03198a