A Convenient Approach Towards the Conversion of H-Phosphonate and H-Phosphonothioate Diesters into Phosphoro(di)thioate Derivatives
- 1 January 1990
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1990 (08) , 481-483
- https://doi.org/10.1055/s-1990-21135
Abstract
S-Benzyl and S-phenyl thiosuccinimides (N-benzylthio-and N-phenylthiosuccinimides) react, in the presence of the base N,N-diisopropylethylamine (DIPEA), with phosphonate and phosphonothioate diesters (HP(O)(OR)2 and HP(S)(OR)2) to give the corresponding S-benzyl(phenyl) phosphorothioates or phosphorodithioates, respectively. Further, S,S-dibenzyl-(diphenyl) phosphorodithioates can be prepared by the reaction of a hydroxylic component with the reactive species generated in situ from ammonium phosphinate, the earlier mentioned individual thiosuccinimides and the activating reagent 2,4,6-triisopropylbenzenesulfonyl chloride.Keywords
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