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Updated: Jan 17, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
DBU-catalysed cascade nucleophilic addition/cyclization to access 7-nitro (ester) imidazo[1,2-a] pyridin-8-amines
Devendra Nagineni1,2, Abburi Naga Pranathi1,2, Prakash Suman Behera1
1Fluoro and Agrochemicals Division, CSIR-Indian Institute of Chemical Technology, Hyderabad, 500007, India. ksrinivas.iict@csir.res.in.
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In this report, we present the first examples of DBU-catalysed cascade reactions involving 1-(3-alkynyl)-1H-imidazole-2-carbonitriles and CH-acids such as nitromethane and malonates. This solvent-free transformation occurs through the nucleophilic CH-acid addition to the carbonitrile, leading to the formation of a push-pull enamine, which is subsequently followed by intramolecular cyclization. As a result, two new C-C bonds were created in a single step with remarkable regioselectivity. This approach provided unprecedented direct access to C-7 nitro, C-8 amine and C-7 ester, C-8 amine-substituted imidazo[1,2-a] pyridines, which serve as valuable scaffolds that were previously unattainable.
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