Novel and Versatile Synthesis of Disubstituted 1,2-Dihydro-1,2,4-triazol-3-ones
Organic Letters2013Vol. 15(23), pp. 6078–6081
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M. A. Graham, Paul A. Bethel, Jonathan Burgess, Gary Fairley, Steve Glossop, Ryan Greenwood, Clifford D. Jones, S. Lovell, Steve Swallow
Abstract
A novel method for the synthesis of a wide range of 1,5-disubstituted 1,2-dihydro-1,2,4-triazol-3-ones is described. The key step involves a reaction between a dilithiated BOC-hydrazine and a N-alkoxycarbonylcarboximidothioate. A broad range of aryl and alkyl functional groups are tolerated, providing a versatile route for the synthesis of triazolones.