Zwitterionic-Type Molten Salt Catalyzed Iodination in Water: Synthesis of Iodoimidazoheterocycles

Susmita Mondal; Sadhanendu Samanta; Mukta Singsardar; Subhajit Mishra; Shubhanjan Mitra; Alakananda Hajra

doi:10.1055/s-0035-1562492

Synthesis, Table of Contents

Synthesis 2016; 48(22): 4009-4015
DOI: 10.1055/s-0035-1562492

paper

Zwitterionic-Type Molten Salt Catalyzed Iodination in Water: Synthesis of Iodoimidazoheterocycles

Susmita Mondal

Department of Chemistry, Visva-Bharati (A Central University), Santiniketan, 731235, West Bengal, India Email: alakananda.hajra@visva-bharati.ac.in

,

Sadhanendu Samanta

Department of Chemistry, Visva-Bharati (A Central University), Santiniketan, 731235, West Bengal, India Email: alakananda.hajra@visva-bharati.ac.in

,

Mukta Singsardar

Department of Chemistry, Visva-Bharati (A Central University), Santiniketan, 731235, West Bengal, India Email: alakananda.hajra@visva-bharati.ac.in

,

Subhajit Mishra

Department of Chemistry, Visva-Bharati (A Central University), Santiniketan, 731235, West Bengal, India Email: alakananda.hajra@visva-bharati.ac.in

,

Shubhanjan Mitra

Department of Chemistry, Visva-Bharati (A Central University), Santiniketan, 731235, West Bengal, India Email: alakananda.hajra@visva-bharati.ac.in

,

Alakananda Hajra*

Department of Chemistry, Visva-Bharati (A Central University), Santiniketan, 731235, West Bengal, India Email: alakananda.hajra@visva-bharati.ac.in

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Abstract

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Abstract

An environmentally benign protocol for the iodination of imidazoheterocycles has been developed through sp² C–H bond functionalization with molecular iodine in water at room temperature. The reaction is catalyzed by an imidazole-based zwitterion-type molten salt. A library of iodo-substituted imidazo[1,2-a]pyridines with broad functionality have been synthesized. This methodology is also applicable to imidazo[2,1-b]thiazole and imidazole scaffolds.

Key words

organocatalyst - zwitterionic salt - imidazoheterocycles - regioselectivity - iodine - water

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References

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