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

Citation
N. Ocal et al., Reactions of the dianion obtained by reductive metallation of 3,4-diphenylcinnoline, MONATS CHEM, 130(7), 1999, pp. 915-920
Citations number
8
Categorie Soggetti
Chemistry
Journal title
MONATSHEFTE FUR CHEMIE
ISSN journal
00269247 → ACNP
Volume
130
Issue
7
Year of publication
1999
Pages
915 - 920
Database
ISI
SICI code
0026-9247(199907)130:7<915:ROTDOB>2.0.ZU;2-Z
Abstract
The reductive metallation of 3,4-diphenylcinnoline (1) by sodium metal in t etrahydrofuran under an inert atmosphere to the monomeric dianion 2 has bee n explored, and the nucleophilicity of the disodium adduct towards various protonation, alkylation, and acylation reagents has been investigated. Gene rally, 2 reacts via its 1,4-positions forming 1,4-dihydro derivatives of 1.