Ec. Taylor et al., SYNTHESIS OF )-3-PROPARGYL-5-ETHYL-6-METHYL-4(3H)-PYRIMIDINONE, A PROMISING NEW HERBICIDE, Tetrahedron letters, 38(25), 1997, pp. 4339-4342
A novel synthesis of the promising new herbicide chloro-4-pyridyl)-3-p
ropargyl-5-ethyl-6-methyl-4(3 (H) under bar)-pyrimidinone (12) is repo
rted which features (1) regioselective carbon, followed by nitrogen, d
ialkylation of art intermediate dianion, and (2) a tandem ''one-pot''
sequence of reactions involving sigmatropic sulfoxide elimination, lit
hium chloride-induced demethylation of a carbomethoxy grouping, decarb
oxylation, and isomerization/aromatization. (C) 1997 Elsevier Science
Ltd.