TY - JOUR
T1 - A berzelius reagent, phosphorus decasulfide (P4S10), in organic syntheses
AU - Ozturk, Turan
AU - Ertas, Erdal
AU - Mert, Olcay
PY - 2010/6/9
Y1 - 2010/6/9
N2 - Berzelius has synthesized P4S10 by reaction of white phosphorus and sulfur. P4S10 has been used widely in organic syntheses for a wide range of purposes such as a thionating agent of organic compounds and for the syntheses of various heterocycles, including thiophenes, thiazines, thiazoles, thiazolines, imidazolines, pyrimidines, imides, dithiazoles, thiadiazoles, and dithiins. The usual method of thionation using P4S10 has been conducted in refluxing solvents such as benzene, toluene, dioxane, xylene, THF, pyridine, acetonitrile, and CS 2. The reaction of α, β-unsaturated ketone with P 4S10 in CS2 gives an intramolecular Diels-Alder reaction to yield the cyclo adduct possibly through the thione intermediate. Trithiapentalenes has been obtained from 1,3,5-triketones and the treatment of the triketones with P4S10 in refluxing toluene yielded the trithiapentalenes.
AB - Berzelius has synthesized P4S10 by reaction of white phosphorus and sulfur. P4S10 has been used widely in organic syntheses for a wide range of purposes such as a thionating agent of organic compounds and for the syntheses of various heterocycles, including thiophenes, thiazines, thiazoles, thiazolines, imidazolines, pyrimidines, imides, dithiazoles, thiadiazoles, and dithiins. The usual method of thionation using P4S10 has been conducted in refluxing solvents such as benzene, toluene, dioxane, xylene, THF, pyridine, acetonitrile, and CS 2. The reaction of α, β-unsaturated ketone with P 4S10 in CS2 gives an intramolecular Diels-Alder reaction to yield the cyclo adduct possibly through the thione intermediate. Trithiapentalenes has been obtained from 1,3,5-triketones and the treatment of the triketones with P4S10 in refluxing toluene yielded the trithiapentalenes.
UR - http://www.scopus.com/inward/record.url?scp=77953310766&partnerID=8YFLogxK
U2 - 10.1021/cr900243d
DO - 10.1021/cr900243d
M3 - Article
AN - SCOPUS:77953310766
SN - 0009-2665
VL - 110
SP - 3419
EP - 3478
JO - Chemical Reviews
JF - Chemical Reviews
IS - 6
ER -