"Reaction of 1,4-phthalazinedione with furfural: Formation of the [5,6]benza-3a,7a-diazaindane system via an unusual skeletal rearrangement" by Ananda S. Amarasekara

Article

Reaction of 1,4-phthalazinedione with furfural: Formation of the [5,6]benza-3a,7a-diazaindane system via an unusual skeletal rearrangement

Chemistry & Physics Faculty Publications

Ananda S. Amarasekara, University of Colombo
Susantha Chandrasekara, University of Colombo

Document Type

Article

Publication Date

3-7-2002

Abstract

(equation presented) Oxidation of phthalahydrazide (1) with lead tetraacetate in the presence of furfural (3a) in methylene chloride gives [5,6]benza-3a,7a-diaza-3-carboxylindane-4,7-dione-1-ene (7a) in 64% yield. 5-Methylfurfural (3b) also reacted similarly to give the product 7b in 46% yield. Reaction of phathalazine-1,4-dione with thiophene-2-carboxaldehyde gives N-(2-formylthiophene)phthalahydrazide.

Citation Information

Ananda S. Amarasekara and Susantha Chandrasekara. "Reaction of 1,4-phthalazinedione with furfural: Formation of the [5,6]benza-3a,7a-diazaindane system via an unusual skeletal rearrangement" (2002)
Available at: http://works.bepress.com/httpswwwpvamuedubcasdepartmentschemistryfaculty-and-staffasamarasekara/61/