Potassium carbonate as a base for the N-alkylation of indole and pyrrole in ionic liquids

Alkylation of ambident indole anion in ionic liquids

“…Similar effects have not been explored in IL media, apart from a recent publication by Y.R. Jorapur et al [22], who have alkylated indole anion in IL in the presence of a cosolvent -acetonitrile, and older communications by Earle et al [17,18] devoted to possible applications of indole alkylation in IL for the pharmaceutical industry.…”

Regioselective Alkylation of an Oxonaphthalene-Annelated Pyrrol System

“…Since the pyrrole derivative 1 is in conjugation with a strongly electron-withdrawing carbonyl group, previously published studies (see below) on C-vs. N-alkylation of pyrrole are not fully comparable and thus cannot give a clear explanation of these results: K. Sukata had described increasing C-alkylation vs. N-alkylation of pyrrole in protic solvents such as PEG or water, in aprotic solvents such as PEG-ethers N-alkylation was preferred [10]; D. Y. Chi had developed an ionic liquid methodology for pyrrole to achieve regioselective N-and C-alkylation, respectively [11,12]. After cleavage of the N-BOC protecting group, both compounds will now serve as starting materials for the syntheses of new anticancer drugs with a nitrogen mustard moiety, the results will be reported elsewhere.…”

One pot synthesis of 1-((1-aryl-1H-1,2,3-triazol-4-yl)methyl)-1H-benzo[d] imidazoles in ionic liquids: Evaluation of antioxidant and antimicrobial activities

“…During the investigation of highly efficient and environmentally benign processes ionic liquids have been emerged as sustainable solvents. They were employed in many reactions including, in the synthesis of azides [32], in the N-alkylation of amines [33][34][35], and in copper catalyzed cycloaddition of azides to alkyne [36,37]. Further, one pot synthetic procedure [38,39] has been become an attractive option in click chemistry in which azides generated in situ, followed by azidealkyne cycloaddition to avoid the isolation of the azide intermediates since the organic azides tend to be explosive and are difficult to handle.…”