Publication | Closed Access
Visible Light‐Mediated Coupling of Thioureas and 1,3‐Dicarbonyls: Towards a Leaving Group‐Free Synthesis of Aminothiazoles
17
Citations
98
References
2018
Year
Diversity Oriented SynthesisAminothiazole BackboneEngineeringPhotochemistryNatural SciencesDiversity-oriented SynthesisSynthetic PhotochemistryOrganic ChemistryGreen LedsChemistryHeterocycle ChemistrySulfur RadicalSupramolecular PhotochemistryEnantioselective SynthesisBiomolecular EngineeringLeaving Group‐free Synthesis
Abstract A synthesis of aminothiazoles from various 1,3‐dicarbonyls and thioureas without a leaving group has been developed. The reaction is photocatalyzed by tetraiodofluorescein, an organic dye. Under irradiation with green LEDs, a sulfur radical is generated in situ from thiourea, followed by addition to the enol tautomer, forming the aminothiazole backbone. This novel strategy provides a greener alternative to the traditional leaving group protocols, with excellent atom economy. magnified image
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