Simple synthetic approach to arylacetic NSAIAs via TosMIC procedure

Article abstract of DOI:10.1080/00397919508013414

Preparation of 1-methylpyrrole-2-acetonitrile, 1-methyl-5-(4-methylbenzoyl) pyrrole-2-acetonitrile and 2-(6-methoxy-2-naphthyl)propionitrile by treatment of 1-methylpyrrole-2-carboxaldehyde, 1-methyl-5-(4-methylbenzoyl)pyrrole-2-carboxaldehyde and, respectively, 6-methoxy-2-acetylnaphthalene with tosylmethylisocyanide (TosMIC) is described. This one-step synthetic procedure is very useful to obtain the nitrile precursors of tolmetin and naproxen, two clinically important non-steroidal antiinflammatory agents (NSAIAs).

Full text of DOI:10.1080/00397919508013414

This article was downloaded by: [University of Alberta]
On: 01 January 2015, At: 09:44
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
Simple Synthetic Approach to
Arylacetic Nsaias via TosMIC
Procedure
a
a
a
Roberto Di Santo , Roberta Costi , Silvio Massa
&
b
Marco Artico
a
Dipartimento di Studi Farmaccutici , Università
degli Studi di Roma “La Sapienza” , P.le Aldo Moro,
5
,00185, Roma, Italy
b
Istituto di Microbiologia, Facoltà di Farmacia,
Università degli Studi di Roma “La Sapienza” , P.le
Aldo Moro, 5,00185, Roma, Italy
Published online: 23 Sep 2006.
To cite this article: Roberto Di Santo , Roberta Costi , Silvio Massa & Marco Artico
(1995) Simple Synthetic Approach to Arylacetic Nsaias via TosMIC Procedure, Synthetic
Communications: An International Journal for Rapid Communication of Synthetic
Organic Chemistry, 25:6, 787-793, DOI: 10.1080/00397919508013414
To link to this article: http://dx.doi.org/10.1080/00397919508013414
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