@article { author = {Ranjbar-Karimi*, Reza and Davoodian, Tayebeh and Poorfreidoni, Alireza and Mehrabi, Hossein}, title = {A Simple and Efficient Method for the Synthesis of 2,3,5,6-Tetrachloro-4- iodopyridine, and its Reactivity Toward Hard and Soft Nucleophiles}, journal = {Organic Chemistry Research}, volume = {5}, number = {1}, pages = {73-79}, year = {2019}, publisher = {Iranian Chemical Society}, issn = {2383-242X}, eissn = {2383-242X}, doi = {10.22036/org.chem.2018.130893.1143}, abstract = {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.}, keywords = {Pentachloropyridine,Tetrachloro-4-iodopyridine,Regiochemistry,Microwave,Heterocycle}, url = {https://www.orgchemres.org/article_76917.html}, eprint = {https://www.orgchemres.org/article_76917_b897989d53918787d4786406934687af.pdf} }