Organic Communications
Articles In Press
Short Communication
1) Regioselective pyrrole C–benzylation using hexaethylene glycolic ionic liquids as a recyclable catalyst
Org. Commun. (2025) in press ; 1 - 8
by
Yogesh Jorapur 
,
Gurusamy Rajagopal
and
Rajendra Kankariya
,
Gurusamy Rajagopal
and
Rajendra Kankariya
We have thoroughly investigated the C-benzylation of pyrrole (1) using different second and third generation ionic liquids (ILs). The pyrrole C-benzylation is achieved with benzyl halides, mesylate, and tosylate selectively at C2 position in good yield. Moreover, minimal byproducts under relatively mild conditions in hexaethylene glycol substituted imidazolium based ILs (hexaEGILs) have been observed. 2-Benzyl pyrrole (3) was synthesized in high yield from pyrrole (1) and benzyl bromide (2a) in the presence of [hexaEGmim][OMs] and [dihexaEGim][OMs] as two different tailor-made ILs as catalysts (10 mol%) in MeCN at 80 oC within an hour.
DOI http://doi.org/10.25135/acg.oc.192.2505.3516 Keywords Pyrrole benzylation benzyl bromide ionic liquids ethylene glycols green chemistry Available online: July 28, 2025 DETAILS DOWNLOAD PDF © ACG Publications. All rights reserved.