Environmentally friendly iron-catalyzed cascade synthesis of 1,2,4-benzothiadiazine 1,1-dioxide and quinazolinone derivatives. 2009

Daoshan Yang, and Hua Fu, and Liming Hu, and Yuyang Jiang, and Yufen Zhao
Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing, P. R. China.

We have developed an efficient iron-catalyzed method for the cascade synthesis of 1,2,4-benzothiadiazine 1,1-dioxide and quinazolinone derivatives. The protocol uses inexpensive and environmentally friendly FeCl(3) as the catalyst, and no ligand or additive was required. This is the first example of construction of nitrogen-containing heterocycles via iron-catalyzed N-arylation in the absence of ligand. Therefore, this method is of practical application for the synthesis of the two different nitrogen-containing heterocycles.

UI MeSH Term Description Entries
D007501 Iron A metallic element with atomic symbol Fe, atomic number 26, and atomic weight 55.85. It is an essential constituent of HEMOGLOBINS; CYTOCHROMES; and IRON-BINDING PROTEINS. It plays a role in cellular redox reactions and in the transport of OXYGEN. Iron-56,Iron 56
D010087 Oxides Binary compounds of oxygen containing the anion O(2-). The anion combines with metals to form alkaline oxides and non-metals to form acidic oxides. Oxide
D002384 Catalysis The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction. Catalyses
D001581 Benzothiadiazines Heterocyclic compounds of a ring with SULFUR and two NITROGEN atoms fused to a BENZENE ring. Members inhibit SODIUM-POTASSIUM-CHLORIDE SYMPORTERS and are used as DIURETICS.
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D052999 Quinazolinones Chemicals with two conjoined aromatic rings incorporating two nitrogen atoms and one of the carbons oxidized with a keto oxygen. Quinazolinedione,Quinazolinone,Quinazolinediones
D055772 Green Chemistry Technology Pollution prevention through the design of effective chemical products that have low or no toxicity and use of chemical processes that reduce or eliminate the use and generation of hazardous substances. Environmentally Friendly Chemical Techniques,Environmentally Friendly Chemical Technology,Environmentally Friendly Chemistry Technology,Green Chemical Techniques,Sustainable Chemistry Technology,Chemical Technique, Green,Chemical Techniques, Green,Chemistry Technologies, Green,Chemistry Technologies, Sustainable,Chemistry Technology, Green,Chemistry Technology, Sustainable,Green Chemical Technique,Green Chemistry Technologies,Sustainable Chemistry Technologies,Technique, Green Chemical,Techniques, Green Chemical,Technologies, Green Chemistry,Technologies, Sustainable Chemistry,Technology, Green Chemistry,Technology, Sustainable Chemistry

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