ISSN:
0941-1216
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Alkali-induced Formation of ortho-Semidines from 3-Nitro- and 3-Azocarbazoles - Synthesis of 8,16-Dialkyldiindolo[3,2-a,d]phenazinesThe 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.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.199633801143
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