Issue 15, 1975

1,3-Dipolar character of six-membered aromatic rings. Part X. Pyridazine and benzopyridazine betaines

Abstract

The betaines 3-methyl-1-oxidophthalazinium and 6-chloro-2-methyl-4-oxidocinnolinium react as 1,3-dipoles across the 2- and 4-positions with acetylenic dipolarophiles. Phthalazin-1(2H)-one and 6-chloro-4-cinnolone also possess 1,3-dipolar reactivity and react with benzyne. The preparations of 1-methyl-3-oxidopyridazinium and 1,6-dimethyl-3-oxidopyridazinium are described, and the tautomerism of the betaine monoprotonated cations is discussed.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1975, 1506-1514

1,3-Dipolar character of six-membered aromatic rings. Part X. Pyridazine and benzopyridazine betaines

N. Dennis, A. R. Katritzky and M. Ramaiah, J. Chem. Soc., Perkin Trans. 1, 1975, 1506 DOI: 10.1039/P19750001506

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