A convenient procedure for the formylation of amines and alcohols using cyanomethyl formate

Article abstract of DOI:10.1080/00397919308011251

A simple metyod for the direct formylation of amines using cyanomethyl formate is described. The formylation succeeds in moderate to high yields under mild and neutral conditions. Thus, formamides 2a-f, 2i-m are obtained at room temperature. A chemoselective N-formylation is achieved in the case of ethanolamine. The formylation of nitroanilines and the O-formylation of alcohols only succeeds in the presence of a catalytic amount of imidazole leading to 2g,h and 3a-e, respectively.

Full text of DOI:10.1080/00397919308011251

This article was downloaded by: [RMIT University]
On: 05 June 2014, At: 11:27
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 Convenient Procedure for
the Formylation of Amines and
Alcohols Using Cyanomethyl
Formate
a
a
J. Deutsch & H.-J. Niclas
a
Centre of Selective Organic Synthesis, Berlin-
Adlershof Rudower Chaussee 5 , O-1199, Berlin,
Germany
Published online: 23 Sep 2006.
To cite this article: J. Deutsch & H.-J. Niclas (1993) A Convenient Procedure for
the Formylation of Amines and Alcohols Using Cyanomethyl Formate, Synthetic
Communications: An International Journal for Rapid Communication of Synthetic
Organic Chemistry, 23:11, 1561-1568, DOI: 10.1080/00397919308011251
To link to this article: http://dx.doi.org/10.1080/00397919308011251
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