A short and versatile synthesis of 3-substituted 2-aminoquinolines

Article abstract of DOI:10.1080/00397919708006102

A short and versatile synthesis of a series of 3-substituted 2-aminoquinolines was accomplished in good yields starting from 2-nitrobenzaldehyde. Organic phosphonates were used as key synthetic intermediates and in some cases amino acids as readily available starting materials. The final two key steps of the sequence involving a reduction and ring closure that led to the 2-aminoquinoline skeleton were carried out in a 'one pot' procedure using SnCL₂2H₂O.

Full text of DOI:10.1080/00397919708006102

This article was downloaded by: ["Queen's University Libraries, Kingston"]
On: 26 August 2014, At: 14:38
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954
Registered office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH,
UK
Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
Publication details, including instructions for
authors and subscription information:
http://www.tandfonline.com/loi/lsyc20
A Short and Versatile
Synthesis of 3-Substituted 2-
Aminoquinolines
Reinaldo S. Compagnone a , Alírica I. Suárez b ,
Jorge L. Zambrano a , Ivette C. Piña a & José N.
Domínguez b
a Centro de Química Orgánica, Escuela de Química,
Facultad de Ciencias , Universidad Central de
Venezuela , Apartado, 47102, Caracas, Venezuela
b Facultad de Farmacia , Universidad Central de
Venezuela , Caracas, Venezuela
Published online: 22 Aug 2006.
To cite this article: Reinaldo S. Compagnone , Alírica I. Suárez , Jorge L. Zambrano ,
Ivette C. Piña & José N. Domínguez (1997) A Short and Versatile Synthesis of 3-
Substituted 2-Aminoquinolines, Synthetic Communications: An International Journal
for Rapid Communication of Synthetic Organic Chemistry, 27:9, 1631-1641, DOI:
10.1080/00397919708006102
To link to this article: http://dx.doi.org/10.1080/00397919708006102
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the
information (the “Content”) contained in the publications on our platform.
However, Taylor & Francis, our agents, and our licensors make no

representations or warranties whatsoever as to the accuracy, completeness,
or suitability for any purpose of the Content. Any opinions and views
expressed in this publication are the opinions and views of the authors, and
are not the views of or endorsed by Taylor & Francis. The accuracy of the
Content should not be relied upon and should be independently verified with
primary sources of information. Taylor and Francis shall not be liable for any
losses, actions, claims, proceedings, demands, costs, expenses, damages,
and other liabilities whatsoever or howsoever caused arising directly or
indirectly in connection with, in relation to or arising out of the use of the
Content.
This article may be used for research, teaching, and private study purposes.
Any substantial or systematic reproduction, redistribution, reselling, loan,
sub-licensing, systematic supply, or distribution in any form to anyone is
expressly forbidden. Terms & Conditions of access and use can be found at
http://www.tandfonline.com/page/terms-and-conditions