Studies on synthesis and fungicidal activity of S-allyl-O-substituted phenyl thiophosphates(-onates)

The isomerization/chlorination of O,O-diallyl thiophosphates (-onates) 6 wi th phosphorus oxychloride gives S-allyl thiophosphorochloridate (-nochlorid ate) 7 and O-allyl phosphorodichloride 8, After removal of 8 under the redu ced pressure, the crude 7 is purified by column chromatography on silica ge l, then 7 reacts with substituted phenol in chloroform in the presence of t riethylamine giving eighteen new title compounds 9. The bioassay results ag ainst five plant disease fungi including P. Zeae, P. Piricola, R. Solani, A . Solani and D. Arachidicala show that the title compounds 9 possess some o r excellent fungicidal activity at 0.005% concentration.