Nucleophilic α-addition to β-nitroacrylates: application to the synthesis of α-thioacrylates

Article abstract of DOI:10.1016/j.tet.2006.03.015

The α-addition of alkyl or aryl thionucleophiles to β-nitro-α,β-unsaturated alkenoates in THF in the presence of TEA or DBU gave access to the α-thio-α,β-unsaturated alkenoates. The reaction occurred via formation of β-nitro-α-thioalkanoates and concomitant elimination of nitrous acid from the α-adducts.