Tetrahedron

Syntheses of gem-dinitro heterocyclic compounds, their ring-opening reactions and transformations into indoles, indazoles and benzoxazinones

J Bergman, S Bergman, T Brimert

Index: Bergman, Jan; Bergman, Solveig; Brimert, Thomas Tetrahedron, 1999 , vol. 55, # 34 p. 10447 - 10466

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Citation Number: 24

Abstract

The synthesis of some novel 3, 3, 5, 7-tetranitrooxindoles and 4, 4-dinitropyrazol-5-ones and their behaviour towards various nucleophiles and electrophiles are reported. Reactions with hydroxide ions or secondary amines produced salts of eg 2-amino-3, 5- dinitrophenyldinitromethane, which subsequently could be further transformed into indazoles, indoles or benzoxazinones depending upon substrate and conditions used. ...