A rapid, one-pot, four-component route to 2H-indazolo[2,1-b]phthalazine-triones

A new, efficient, and environmentally benign protocol for the one-pot, four-component synthesis of 2,2-dimethyl-13-phenyl-2,3-dihydro-1H-indazolo[2,1-b]phthal azine-1,6,11(13H)-trione by condensation of phthalic anhydride, hydrazinium hydroxide, aromatic aldehydes, and dimedone catalyzed by Ce(SO su...

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Bibliographic Details
Published in:Tetrahedron letters 2011-01, Vol.52 (4), p.488-490
Main Authors: Mosaddegh, Elaheh, Hassankhani, Asadollah
Format: Article
Language:English
Subjects:
Aldehydes
Catalysts
Catalytic activity
Condensing
Hydroxides
Phthalic anhydride
Synthesis (chemistry)
Tetrahedrons
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Summary:A new, efficient, and environmentally benign protocol for the one-pot, four-component synthesis of 2,2-dimethyl-13-phenyl-2,3-dihydro-1H-indazolo[2,1-b]phthal azine-1,6,11(13H)-trione by condensation of phthalic anhydride, hydrazinium hydroxide, aromatic aldehydes, and dimedone catalyzed by Ce(SO sub(4)) sub(2) super(.4H) sub(2)O as an ecofriendly catalyst with high catalytic activity and reusability at 125 degree C under solvent-free conditions is reported. The reaction proceeds to completion within 5-10 min in 71-95% yield. To the best of our knowledge, this new procedure provides the first example of an efficient synthetic method for 2H-indazolo[2,1-b]phthalazine-1,6,11(13H)-trione via a four-component reaction.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2010.08.099