Abstract
An effective method for the synthesis of highly functionalized isoxazoles from readily available starting ethyl α-nitrocinnamates has been developed. Ethyl α-nitrocinnamates react smoothly with α-nitro carbonyl compounds to produce isoxazoles in good yields. Michael addition of pyridinium ylides to ethyl α-nitrocinnamates can also produce these isoxazoles effectively. These pyridinium salts can be generated in situ from the corresponding alkyl bromides. The one-pot multicomponent process was also developed. Isoxazoles can be produced directly from readily available aromatic aldehydes, ethyl nitroacetate, and pyridinium salts.
Original language | English |
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Pages (from-to) | 5292-5300 |
Number of pages | 9 |
Journal | European Journal of Organic Chemistry |
Issue number | 27 |
DOIs | |
Publication status | Published - 2010 Sep 1 |
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry