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Updated: Jun 24, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
Blue LED-driven synthesis of benzoyl-guanidine hybrids via radical-radical cross-coupling
Krishnarao Jayaram Desai1, Annamalai Pratheepkumar1
1Catalysis and Fine Chemicals Laboratory, Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore, Tamil Nadu 632014, India. pratheepkumar.a@vit.ac.in.
Abstract:
We describe a radical-radical cross-coupling strategy for guanylation of benzoyl-thiourea derivatives with diverse secondary amines to afford bioactive benzoyl-guanidine hybrids under blue LED irradiation in a greener reaction medium. Moreover, this effective, high-atom-economy (90%) protocol involves molecular cleavage (via Mumm rearrangement), formation of revised fragments, and reassembly of selective radical fragments. In addition, the work demonstrates the post-modification of benzoyl guanidine to afford bioactive isoquinolinone scaffolds via ruthenium-catalyzed oxidative annulation with diphenylacetylene.
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