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Molecules 2013, 18(7), 8147-8159; doi:10.3390/molecules18078147
Article

Synthesis of Tricyclic Condensed Rings Incorporating the Pyrazole or Isoxazole Moieties Bonded to a 4-Piperidinyl Substituent

1,* , 2
,
1
 and
3
1 Dipartimento di Chimica e Farmacia, Università di Sassari, Via F. Muroni 23/A, 07100 Sassari, Italy 2 Istituto di Farmacologia Traslazionale, UOS Cagliari, Edificio 5, Loc Piscinamanna, 09010 Pula (CA), Italy 3 Dipartimento di Agraria, Università di Sassari, Viale Italia 39, 07100 Sassari, Italy
* Author to whom correspondence should be addressed.
Received: 3 June 2013 / Revised: 1 July 2013 / Accepted: 2 July 2013 / Published: 10 July 2013
(This article belongs to the Section Organic Synthesis)
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Abstract

In this paper we report the synthesis of new compounds based on the pyrazole and isoxazole framework fused to a cycloalkene unit, and bearing as a substituent the 1-piperidinyl group as new examples of potential antipsychotic molecules. The general synthesis involves the acylation of a chloro-substituted cyclic ketone with a 1-substituted piperidine-4-carboxylate derivative, followed by heterocyclization of the formed 1,3-dioxo compound with a hydrazine or hydroxylamine.
Keywords: heterocyclization; hydrazine; hydroxylamine; tricyclic isoxazoles; tricyclic pyrazoles heterocyclization; hydrazine; hydroxylamine; tricyclic isoxazoles; tricyclic pyrazoles
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Pinna, G.; Loriga, G.; Pinna, G.A.; Chelucci, G. Synthesis of Tricyclic Condensed Rings Incorporating the Pyrazole or Isoxazole Moieties Bonded to a 4-Piperidinyl Substituent. Molecules 2013, 18, 8147-8159.

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