Jianchao Liu, H. He
Mar 26, 2012
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0
Influential Citations
4
Citations
Journal
Synthetic Communications
Abstract
Abstract Iminophosphorane 3 is a important intermediate in organic synthesis. A series of new 2-substituted tetrahydrobenzo[4′,5′]thieno[3′,2′:5,6]pyrido[4,3-d]pyrimidin-4(3H)-ones 5 have been designed and synthesized via the tandem aza-Wittig reaction in 58–92% yields. Iminophosphorane 3 reacted with phenyl isocyanate (or 4-chlorophenyl isocyanate, 4-fluorophenyl isocyanate) to give carbodiimide 4, which was further treated with amines to cyclize in the presence of a catalytic amount of EtONa. The structures of compounds 5 have been confirmed by 1H NMR, electron-impact mass spectrometry, infrared spectroscopy, and elemental analyses. The results of preliminary bioassay indicated that some compounds possess inhibition activities against Rhizoctonia solani and Botrytis cinereapers at a dosage of 50 mg/L. GRAPHICAL ABSTRACT