Pp. 152-218 (67)
Reza Ranjbar-Karimi and Alireza Poorfreidoni
Preparation of pentachloropyridine is carried out by chlorination of pyridine
ring or it is obtained from perchlorocyclopentene-3-one via several steps.
Perchloropyridines are mainly involved in nucleophilic reactions and produce various
substituted perchloropyridines, whereas the nature of solvent and nucleophile
hindrance affect the regiochemistry of the reactions. Furthermore, these compounds
participated in cross-coupling reactions and produced arylated and alkenylpyridines
pyridines. Additionally, they are involved in photochemical reactions and produce
ring-fused systems. Oxidation of pentachloropyridine gave pentachloropyridine-Noxide,
which is active toward nucleophiles at ortho positions. The reaction of
perchloropyridines with methyl fluorosulphonate produced corresponding Nmethylated
compounds, which are active toward nucleophilic attack. Organometallic
compounds obtained from pentachloropyridined in reaction with various electrophiles
produced corresponding substituted products.
Biological Activities, Heteronium Salts, N-ethylpentachloropyri-dinium
Fluoroborate, Nucleophilic Substitution Reactions, Pentaalkynylpyridines,
Pentachloropyridine, Pentachloropyridine-N-oxide, Sonogashira Cross-Coupling,
Steric Hindrance, Suzuki–Miyaura Cross-Coupling, Tetraalkenylpyridines, Tetraalkynylpyridines,
Tetrachloro-4-pyridyl Copper, Tetrachloro-4-pyridyl-lithium,
Tetrachloro-4-pyridylmagnesium Chloride, Tetrachloropyridines, Tetrahydro-5Hpyrido[
3, 2-b]indoles, Tetrahydro-9H-pyridi[2, 3-b]indoles, Thiazolo[2, 3-b] quinazolines,
Department of Chemistry, Faculty of Science Vali-e-Asr University of Rafsanjan Islamic Republic of Iran.