Cycloaddition of nitrile imines to resin-bound enamines: a solid phase synthesis of 1,4-diarylpyrazoles
- Author(s)
- Donohue, AC; Pallich, S; McCarthy, TD;
- Journal Title
- JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
- Publication Type
- Journal Article
- Abstract
- The 1,3-dipolar cycloaddition reaction between nitrite imines and resin-bound enamines gives resin-bound pyrazoline intermediates. The piperazine resin functions as a traceless linker and allows these intermediates to be cleaved directly from the resin under mild acid conditions to afford 1,4-diarylpyrazoles. Alternatively they may be chemically modified on the resin prior to elimination from the polymer. The cycloaddition-elimination sequence is regiospecific for the 3,4-disubstituted pyrazole isomer and the products are obtained in good to high yield and in high purity.
- Publisher
- ROYAL SOC CHEMISTRY
- Keywords
- ANTI-INFLAMMATORY AGENTS; DERIVATIVES; ACIDS
- Publisher's Version
- https://doi.org/10.1039/b102913b
- Terms of Use/Rights Notice
- Refer to copyright notice on published article.
Creation Date: 2001-11-07 12:00:00