Tetrahedron p. 9997 - 10010 (1994)
Update date:2022-08-03
Topics:
Hassan, Alaa A.
Mohamed, Nasr K.
Ali, Bahaa A.
Mourad, Aboul-Fetouh E.
The reaction of 1,2,4-triazino[5,6-b]indole-3-thione 1 with tetracyanoethylene (TCNE) afforded the disulfide 6, the tricyanovinylation product 8 and thiazolotriazinoindole 11. 3-Aryl-5H-1,2,4-triazino[5,6-b] indoles 2a,b reacted with TCNE to give pentacyanopropene 12 and 3-aminotriazinoindole derivatives 14a,b. 3-Hydrazino-5H-1,2,4-triazino[5,6-b]indole 3 reacted with TCNE, dicyanomethyleneindane-1,3-dione (CNIND) and 2,3-dicyano-1,4-naphthoquinone (DCNQ) to form triazolotriazinoindoles 17 and the triazepinotriazinoindoles 16,24 and 26. The reaction of 3 with chlorinated quinones gave the quinazolinetriones 21-23.
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