Microwave activation: solventless catalysed synthesis of cross conjugated dienones of Tropinone.

Renata Gasparova; Didier Villemin; Nathalie Bar

doi:10.3390/ecsoc-27-16155

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Microwave activation: solventless catalysed synthesis of cross conjugated dienones of Tropinone.

Renata Gasparova

¹,

Didier Villemin

^{*

2},

Nathalie Bar

¹ Department of Chemistry, Faculty of Natural Sciences, University of St. Cyril and Methodius, Námestie J. Herdu 2, Trnava, Slovak Republic
² Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN et Université de Caen Normandie, 14050 Caen, France

Academic Editor: Julio A. Seijas

Published: 15 November 2023 by MDPI in The 27th International Electronic Conference on Synthetic Organic Chemistry session Microwave Assisted Synthesis

https://doi.org/10.3390/ecsoc-27-16155

Abstract:

Cross-conjugated dienones exhibit important biologically activities. Furthermore, tropane derivatives constitute a very known class of bioactive alkaloids(atropine, cocaine...). The condensation of N-methyl-8-azabicyclo[3.2.1]-heptan-3-one (Tropinone) with aromatic aldehydes takes place in the presence of acidic (clay K10, silica) or basic catalysts (alumina, KF-alumina). The best yields of (2E,4E)-2,4-bis-arylmethylene-8-methyl-8-azabicyclo[3.2.1]heptan-3-ones were obtained with the K10 clay under microwave irradiation without solvent.

Keywords: cross-conjugated dienones, tropinone, microwave, clay catalysis, KF-alumina.

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Renata Gasparova

Didier Villemin

Nathalie Bar