ELECTROCHEMICAL N-ALKYLATION OF CARBAZOLE AND PHENOTHIAZINES

Citation
I. Lachaise et al., ELECTROCHEMICAL N-ALKYLATION OF CARBAZOLE AND PHENOTHIAZINES, New journal of chemistry, 21(9), 1997, pp. 1015-1020
Citations number
17
Categorie Soggetti
Chemistry
Journal title
ISSN journal
11440546
Volume
21
Issue
9
Year of publication
1997
Pages
1015 - 1020
Database
ISI
SICI code
1144-0546(1997)21:9<1015:ENOCAP>2.0.ZU;2-M
Abstract
We describe a new electrochemical method of N-alkylation of heterocycl ic nitrogen compounds. The reaction was applied to carbazole, phenothi azine, and 2-chlorophenothiazine with alkyl halides and alpha-halogeno esters. The synthesis involves a ''one-pot'' two-step procedure. The e lectrolysis, in an undivided cell fitted with a sacrificial magnesium anode, first generates the amide anion of the heterocyclic molecule. A ddition of the alkylating reagent then yields the substituted product.