Chemistry of 1,5-diketones: V. Hydrazination of acyclic and heterocyclic (poly)carbonyl compounds
Olga V. Fedotova, Nina V. Pchelintseva, Olga A. Mazhukina, D. N. Ibragimova
Abstract
Olga V. Fedotova, Nina V. Pchelintseva, Olga A. Mazhukina, D. N. Ibragimova
Abstract
Reactions of 2-(1-aryl-3-oxo-3-phenylpropylidene)-3,4-dihydronaphthalen-1(2 H )-ones, 3-(1-aryl-3-oxo-3-phenylpropyl)-3,4-dihydro-2 H -chromene-2,4-diones, and 3,3'-(arylmethylene)bis(3,4-dihydro-2 H -chromene-2,4-diones) with hydrazine hydrate have been studied. Depending on the substrate structure, these reactions involve intramolecular heterocyclization with participation of the exocyclic double bond and sidechain carbonyl group or both oxo groups to give new pyrazole, indazole, and diazepine derivatives, as well as hydrazones.
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Reactions of 2-(1-aryl-3-oxo-3-phenylpropylidene)-3,4-dihydronaphthalen-1(2 H )-ones, 3-(1-aryl-3-oxo-3-phenylpropyl)-3,4-dihydro-2 H -chromene-2,4-diones, and 3,3'-(arylmethylene)bis(3,4-dihydro-2 H -chromene-2,4-diones) with hydrazine hydrate have been studied. Depending on the substrate structure, these reactions involve intramolecular heterocyclization with participation of the exocyclic double bond and sidechain carbonyl group or both oxo groups to give new pyrazole, indazole, and diazepine derivatives, as well as hydrazones.
Key concepts: Chemistry, Hydrazine (antidepressant), Indazole, Pyrazole, Hydrate, Medicinal chemistry, Diazepine, Aryl