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Paper | Regular issue | Vol 32, No. 8, 1991, pp.1491-1498
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5550
Thermal and Photochemical Investigation of the Reaction of Indole-2,3-dione with Pyrazolone

Krishna C. Joshi, Ramchand T. Pardasani,* Anshu Dandia, and Sunita Bhagat (nee Baweja)

*Department of Chemistry, University of Rajasthan, Jaipur 302 004, India


Some novel reactions of indole-2,3-dione (1) with pyrazolone (2) under thermal and photochemical conditions have been studied. Under thermal conditions, a variety of novel compounds viz. 1,3-dihydro-3-[(3’-methyl-5’-oxo-1’-phenylpyrazolidene)]-2H-indol-2-one (3), 3,5-dimethyl-1,7-diphenylspiro[dipyrazolo(3,4-b;4,3-e)pyran-4(4H),3’(3H)indol]-2’[1’H]-one (4), and 5-fluoro-3,3-bis(3’-methyl-5’-oxo-1’-phenylpyrazol-4’-yl)indol-2[1H]-one (5) were obtained. The photochemical irradiation afforded other compounds like 3-methyl-4,5-dioxo-1-phenylpyrazolo[3,4-b]benzapine (6), and 3-[2’-(1’’-carboxy-2’’oxoethyl)-4’-fluorophenyl]-5-fluoroindol-2-one (7) in addition to thermal products (3) and (4) or (5).