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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
A Short Route to the Ester (±) HomoSarkomycin via Johnson-Claisen Rearrangement
M Saied1, Rafik Gatri1,2, Abdullah Sulaiman Al-Ayed2
1Département de Chimie, Faculté des Sciences de Tunis Laboratoire de Synthèse Organique et Hétérocyclique, Campus Universitaire, Université Tunis El Manar 2, 2092Tunis, Tunisia.
Background:
α-Methylene cycloalkanones are considered of interest because of their biological activity. Herein, in this paper the synthesis of (±) HomoSarkomycine Esters was described and characterized.
Methods:
Using Bylis-Hillman adducts, triethlorthoacetate and propanoic acid, (±) HomoSarkomycine Esters could be synthesized by smoothly Johnson-Claisen rearrangement.
Results:
A small library of target compounds was prepared under optimized reaction conditions in moderate yields. The reaction mechanism and the DFT study have been investigated.
Conclusion:
This methodology provides ready access to 2-hydroxymethyl-2-cyclopentenone 1a which can be served as the raw materials of the synthesis of (±) HomoSarkomycine Ester.
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