Reactions of the dianion obtained by reductive metallation of 3,4-diphenylcinnoline

Ocal N., Turgut Z. , Kaban S.

MONATSHEFTE FUR CHEMIE, vol.130, no.7, pp.915-920, 1999 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 130 Issue: 7
  • Publication Date: 1999
  • Doi Number: 10.1007/pl00010272
  • Title of Journal : MONATSHEFTE FUR CHEMIE
  • Page Numbers: pp.915-920

Abstract

The reductive metallation of 3,4-diphenylcinnoline (1) by sodium metal in tetrahydrofuran under an inert atmosphere to the monomeric dianion 2 has been explored, and the nucleophilicity of the disodium adduct towards various protonation, alkylation, and acylation reagents has been investigated. Generally, 2 reacts via its 1,4-positions forming 1,4-dihydro derivatives of 1.