Some sulfonyl crisscross cycloadducts

Article abstract of DOI:10.1080/10426509708043497

The dipolar cycloadducts from diaryl azines and maleimides (1, 20) or maleic anhydride (18) have been reacted with chlorosulfonic acid to give the bis-(2, 19) or tetrachlorosulfonyl derivatives (21). The chorosulfonation generally required addition of thionyl chloride. The various sulfonyl chlorides were converted into a range of sulfonamides (3-11, 13-16) and the N-butylsulfamate (12). The N,N-dialkylsulfamonyl cycloadducts (23, 25) were also obtained by cycloaddition of the bis-dimethylsulfamoyl 2-methoxybenzaldehyde azine (22) and N-phenyl maleimide or the N-(p-diethylsulfamoylphenyl) maleimide (24) with p-tolualdehyde azine, although the former reaction did not go to completion. Attempts to carry out the cycloaddition between the two sulfamoyl reactants (22 and 24) were unsuccessful. The various sulfonamide derivatives will be screened as pesticides.

Full text of DOI:10.1080/10426509708043497

This article was downloaded by: [University of California Santa Cruz]
On: 06 January 2015, At: 02:06
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
Phosphorus, Sulfur, and Silicon and
the Related Elements
Publication details, including instructions for authors and
subscription information:
http://www.tandfonline.com/loi/gpss20
SOME SULFONYL CRISSCROSS
CYCLOADDUCTS
Richard J. Cremlyn a , Richard M. Ellam a , Sultan Farouk a ,
Stephen Graham a b & Anthony Williams a
a Division of Chemical Sciences , University of
Hertfordshire , Hatfield, Hertfordshire, AL10 9AB, England
b Bedford College , Cauldwell Street, Bedford, MK42, 9AH,
UK
Published online: 04 Oct 2006.
To cite this article: Richard J. Cremlyn , Richard M. Ellam , Sultan Farouk , Stephen Graham
& Anthony Williams (1997) SOME SULFONYL CRISSCROSS CYCLOADDUCTS, Phosphorus, Sulfur,
and Silicon and the Related Elements, 122:1, 87-100, DOI: 10.1080/10426509708043497
To link to this article: http://dx.doi.org/10.1080/10426509708043497
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