2,3,5,6-tetrachloro-4-iodopyridine was successfully synthesized in one-step from the reaction of pentachloropyridine with sodium iodide using microwave irradiation. The reaction of O, N, and S centered nucleophiles with 2,3,5,6-tetrachloro-4-iodopyridine was studied in order to assess regiochemistry of aromatic nucleophilic substitution. Substitution occurs at the para position to ring nitrogen by S centered nucleophiles, while O and N centered nucleophiles substitution occurs at the ortho position of pyridine ring. IR, 1H NMR, and 13C NMR spectroscopy, confirmed the structures of all the compounds.
Ranjbar-Karimi*, R., Davoodian, T., Poorfreidoni, A., & Mehrabi, H. (2019). A Simple and Efficient Method for the Synthesis of 2,3,5,6-Tetrachloro-4- iodopyridine, and its Reactivity Toward Hard and Soft Nucleophiles. Organic Chemistry Research, 5(1), 73-79. doi: 10.22036/org.chem.2018.130893.1143
MLA
Reza Ranjbar-Karimi*; Tayebeh Davoodian; Alireza Poorfreidoni; Hossein Mehrabi. "A Simple and Efficient Method for the Synthesis of 2,3,5,6-Tetrachloro-4- iodopyridine, and its Reactivity Toward Hard and Soft Nucleophiles". Organic Chemistry Research, 5, 1, 2019, 73-79. doi: 10.22036/org.chem.2018.130893.1143
HARVARD
Ranjbar-Karimi*, R., Davoodian, T., Poorfreidoni, A., Mehrabi, H. (2019). 'A Simple and Efficient Method for the Synthesis of 2,3,5,6-Tetrachloro-4- iodopyridine, and its Reactivity Toward Hard and Soft Nucleophiles', Organic Chemistry Research, 5(1), pp. 73-79. doi: 10.22036/org.chem.2018.130893.1143
VANCOUVER
Ranjbar-Karimi*, R., Davoodian, T., Poorfreidoni, A., Mehrabi, H. A Simple and Efficient Method for the Synthesis of 2,3,5,6-Tetrachloro-4- iodopyridine, and its Reactivity Toward Hard and Soft Nucleophiles. Organic Chemistry Research, 2019; 5(1): 73-79. doi: 10.22036/org.chem.2018.130893.1143
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