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Updated: Jun 22, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Synthesis of pentahydroxylated pyrrolizidines and indolizidines
Juan A Tamayo1, Francisco Franco, Daniele Lo Re
1Department of Medicinal and Organic Chemistry, University of Granada, Campus de Cartuja, s/n 18071 Granada, Spain. jtamayo@ugr.es
Abstract:
1,3-Dipolar cycloaddition reaction of nitrone 7 and chemo-enzymatically obtained alkenediols 12 and 13 has been used in the synthesis of pentahydroxylated pyrrolizidines (8 and 10) and indolizidines (9 and 11). The pyrrolizidinic and indolizidinic skeletons were built after internal n-alkylation of the suitably functionalized pyrroloisoxazolidine intermediates obtained by the necessary protecting group manipulations. This method expands the scope of cycloaddition reactions in the synthesis of new and highly polyhydroxylated sugar-like alkaloids.
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