Download PDF
Synfacts 2009(5): 0483-0483  
DOI: 10.1055/s-0029-1216612
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Concise Synthesis of Isoxazolino[4,5-c]-quinolines

Contributor(s): Victor Snieckus, Johnathan Board
G. Abbiati, A. Arcadi, F. Marinelli*, E. Rossi, M. Verdecchia
Università degli Studi di Milano and Università dell’Aquila, Italy
Further Information

Publication History

Publication Date:
22 April 2009 (online)

    Permissions and Reprints

Significance

Reported is the one-pot formation of isoxazolino[4,5-c]quinolines through the thermal reaction of 2-amino aromatic alkynones and nitrones. A simple mechanism is proposed whereby the nitrone first reacts with the alkyne to give a bicyclic system (A), followed by a condensation between the aniline and the ketone to give the target tricyclic structure. No evidence is given for this mechanism but it seems entirely reasonable.