Unexpected hydrazinolysis behaviour of 1-chloro-4-methyl-5H-pyridazino[4,5-b]indole and a convenient synthesis of new [1,2,4]-triazolo[4',3':1,6]pyridazino[4,5-b]indoles.
نویسندگان
چکیده
Reaction of the title compound with hydrazine in the presence of air gives the 1-unsubstituted parent system via oxidative dehydrazination of the 1-hydrazino intermediate. The latter can be obtained in high yield by carrying out the hydrazinolysis step under inert gas, and it is smoothly converted into [1,2,4]-triazolo[4',3':1,6]pyridazino[4,5- b]indoles.
منابع مشابه
INVERSE-ELECTRON-DEMAND DIELS-ALDER REACTIONS OF CONDENSED PYRIDAZINES, 5.1 1,4-BIS(TRIFLUOROMETHYL)- PYRIDAZINO[4,5-b]INDOLE AS AN AZADIENE
The pyridazino[4,5-b]indole (3), which is conveniently available from 3-methylthioindole and the tetrazine (2), undergoes thermally induced inverseelectron-demand Diels-Alder reactions with enamines to afford the cycloalkeneannelated carbazoles (7,8) or the 2-substituted carbazole (9), respectively. We have previously shown that 1,2-diazines annelated to a second π-electron-deficient aromatic r...
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عنوان ژورنال:
- Molecules
دوره 9 10 شماره
صفحات -
تاریخ انتشار 2004