Phosphorus, sulfur, and silicon and the related elements · 2011 · 15 citations · 31 references
Bioorganic ChemistryEngineeringGreen Chemistry2,4-Disubstituted ThiazolesOrganic ChemistryChemistryHeterocycle ChemistryChemical EngineeringOne-pot SynthesisSolvent-free ConditionsDiversity-oriented SynthesisCatalysisSynthesis MethodNatural Product SynthesisEnantioselective SynthesisCatalyst-freegrindingone-potsolvent-freethiazoles AcknowledgementsweNatural SciencesHigh YieldSynthetic Chemistry
An efficient and facile synthesis of 2,4-disubstituted thiazoles is achieved by a one-pot reaction of aldehydes and α-bromoketones with thiosemicarbazide by grinding under catalyst- and solvent-free conditions. This method has notable advantages in terms of simple workup, neat conditions, high yield, reasonably rapid reaction rate, and environmental friendliness.Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.GRAPHICAL ABSTRACTKeywords: Catalyst-freegrindingone-potsolvent-freethiazoles AcknowledgementsWe are grateful to the National Key Technology R&D Program (No. 2007BAI34B00) and the Natural Science Foundation of Zhejiang Province (No. Y4080107) for financial support.NotesaReaction conditions: thiosemicarbazide (1.0 mmol), α-bromoketone (1.0 mmol), aldehyde (1.0 mmol) by grinding at room temperature for 5 min.bIsolated total yield.
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Seiji Miwatashi, Yasuyoshi Arikawa, Etsuo Kotani et al. · Journal of Medicinal Chemistry · 2005 · 145 citations · Full text