Abstract
1-Acetylenyl-9,10-anthraquinones react with an excess of NH 2 NH 2 at 80-115°C to give a mixture of substituted 7H-dibenzo[de,h]quinolin-7-ones and anthra[9, 1-cd]-1,2-diazepin-8-ones. The latter compounds undergo reductive contraction of the seven-membered ring to give the corresponding 7H-dibenzo[de,h]quinolin-7-ones. Bulky substituents in position 2 of the initial acetylenylanthraquinones prevent the formation of the seven-membered heterocycle. A scheme of the cyclocondensation was proposed.
Original language | English |
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Pages (from-to) | 1971-1974 |
Number of pages | 4 |
Journal | Russian Chemical Bulletin |
Volume | 47 |
Issue number | 10 |
DOIs | |
Publication status | Published - 1 Jan 1998 |
Externally published | Yes |
Keywords
- 1-acetylenyl-9,10-anthraquinones
- 4H-anthra[9,1-cd]-1,2-diazepin-8-ones
- 7H-dibenzo[de,h]quinolin-7-ones
- Contraction of the seven-membered heterocycle
- Cyclocondensation
- Hydrazine
ASJC Scopus subject areas
- Chemistry(all)