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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
Towards an efficient methodology for the synthesis of functionalized dihydropyrans by silyl-Prins cyclization: access
Laura F Peña1, Paula González-Andrés1, Asunción Barbero1
1Department of Organic Chemistry, Faculty of Science 47011 Valladolid Spain asuncion.barbero@uva.es.
Abstract:
We herein present a selective methodology for the synthesis of disubstituted dihydropyrans by silyl-Prins cyclization of Z-vinylsilyl alcohols mediated by trimethylsilyl trifluoromethanesulfonate (TMSOTf). The reaction features broad substrate scope, short reaction times and ease of process scale-up. Moreover, to showcase the applicability of the proposed method, we also report a facile and linear synthesis of analogues of rhopaloic acid and natural doremox fragrance.
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