RESEARCH ARTICLE

 

Synthesis of oxo- and thio-analogues of 2-oxo-2H-chromen-7-yl dimethylcarbamates

 

 

Caryl K.A. Janse van Rensburg; Ross S. Robinson

Warren Research Laboratory, School of Chemistry, University of KwaZulu-Natal, Private Bag X01, Scottsville, Pietermaritzburg 3209, South Africa

 

 

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ABSTRACT

A range of novel 2-oxo-2H-chromen-7-yl dimethylcarbamates was synthesized containing either an oxygen or sulphur atom in the α-position to the carbonyl or thiocarbonyl group of the amide moiety. The synthesis and spectroscopic data of these compounds are reported. Microwave synthesis was essential for the successful synthesis of some of the sulphur-containing carbamates. The synthesized compounds will be used in a subsequent study on the influence of the α -substituent on the amide rotational barrier.

Key words: rotational barrier, thiocarbamates

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Received 26 November 2008
Revised 20 April 2009
Accepted 26 June 2009

 

 

* To whom correspondence should be addressed. E-mail: robinsonr@ukzn.ac.za