Synthesis of as-Triazine Derivatives Using Site Selective Substitutions of Poly Halogenated Intermediates

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It is experimentally confirmed that nucleophilic reaction of 5,6-dichloro-and 3,5-dichloro-as-triazines exclusively occured at the 5-position. In the case of 3,6-dichloro-as-triazines, the 3-position is found to have much higher reactivity than the 6-position.Based on the above results, vaious new compounds with as-triazine ring were synthsized.By means of the reactions of 5,6-disubstituted as-triazine dernvatives the construction of new ring system with fused triazine was investigated. For example, the reaction of 5,6-dichloro-as-triazines with phenylacetylene in the presanse of pd-triphenylphosphine complex as a catalyst gave 5-phenylethynyl compounds, which were readily converted into thieno[2,3-e]as-triazine derivacompounds with P_2S_5・On the other hand, the reaction of the dichloro compounds with P_2S_5 followed by the Pd-catalysed reaction gave rise to thieno[3,2-e]as-triazine ring system.Including other findings observed on the present investigation, the detail of these results are described on the report of type 8.