104563-32-8Relevant articles and documents
Alkali-induced Formation of ortho-Semidines from 3-Nitro- and 3-Azocarbazoles - Synthesis of 8,16-Dialkyldiindolo[3,2-a,d]phenazines
Fanghaenel,Chtcheglov
, p. 731 - 737 (2007/10/03)
The ortho-semidines 9-alkyl-4-(9-alkylcarbazol-3-ylamino)-3-aminocarbazoles (2a-d) are formed either by reduction of 9-alkyl-3-nitro-carbazoles (1a-d) or of the azo-(6) or the azoxycarbazoles (7) with zinc in alkaline alcoholic solution. It could be shown by cross experiments that the semidines 2 result from an intramolecular rearrangement. The compounds 2a-d are oxidized by air or H2O2 to the 8,16-dialkyldiindolo[3,2-a,d]phenazines (3a-d). Reduction of 1a-c with Raney-alloy affords the 9-alkyl-3-azoxycarbazoles 7a-c in good yields.