Synthesis and Structure of Some 6,7-Dihydro-thiazolo[4,5- d ][1,3,2]diaza-λ 5 -phosphorines

Abstract

1,2,4-Thiadiazol-5(2 H )-imines 1 react with malononitrile under ring cleavage cycloaddition and subsequent ring rearrangement. The products 2 incorporate the enaminonitrile fragment. Treatment of compounds 2 with phosphorus pentachloride results in thiazolo[4,5- d ][1,3,2]diaza- u 5 -phosphorine derivatives 3 with a reactive chloro substituent in position 2 and 4 which can be substituted by various nucleophiles. The structure of the trimethoxy derivative 7c was determined by an X-ray structure analysis.

Keywords:

• Bicyclic Heterocyclic Compounds
• Cycloadditions
• Rearrangements
• Substitution