Facile synthesis and structure of novel 2,5-disubstituted 1,3,4-selenadiazoles
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The reaction of hydrazide with carbonyl chloride in the presence of sodium carbonates leads to the corresponding 1,2-diacylhydrazines [ 1a – t , R1C(O)NHNHC(O)R2, R1 = aryl, R2 = aryl or alkyl] in moderate to excellent yield (57–90 %). The latter reacts with 2,4-diphenyl-1,3-diselenadiphosphetane-2,4-diselenide (Woollins' reagent, WR ) in refluxing toluene to give a series of new 2,5-disubstituted 1,3,4-selenadiazoles ( 2a – t , 51–99 % yield). All compounds were characterized spectroscopically and six compounds were characterized crystallographically.
Hua , G , Li , Y , Fuller , A , Slawin , A M Z & Woollins , J D 2009 , ' Facile synthesis and structure of novel 2,5-disubstituted 1,3,4-selenadiazoles ' European Journal of Organic Chemistry , vol 2009 , no. 10 , pp. 1612-1618 . DOI: 10.1002/ejoc.200900013
European Journal of Organic Chemistry
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at: https://dx.doi.org/10.1002/ejoc.200900013
This work is funded by EPSRC UK