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Ring Closure of Nitroalkylmalonates for the Synthesis of Isoxazolines under the Acylation Conditions.
- Source :
-
Advanced Synthesis & Catalysis . 8/2/2022, Vol. 364 Issue 15, p2606-2612. 7p. - Publication Year :
- 2022
-
Abstract
- Acylation of nitroalkylmalonates was found to yield substituted isoxazoline derivatives. This redox‐neutral transformation has a wide substrate scope and produces target products with yields up to 92%. Various substituents (aryl, alkyl, and ester) at the C3 and C4 positions of the resulting isoxazolines were also tolerated. A quick assembly of the isoxazoline ring starting from nitroalkenes and malonates was successfully developed. Control experiments showed that the intramolecular ring closure is the most likely key mechanistic step. Subsequent transformations into pyrrolidine and furane derivatives demonstrated the synthetic utility of the obtained products. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ACYLATION
*ISOXAZOLINE
*MALONATES
*PYRROLIDINE
*NITRO compounds
*NITROALKENES
Subjects
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 364
- Issue :
- 15
- Database :
- Academic Search Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 158318064
- Full Text :
- https://doi.org/10.1002/adsc.202200420