Iron(III)-mediated photocatalytic selective substitution of aryl bromine by chlorine with high chloride utilization efficiency
An iron(III)-mediated photocatalytic method for the conversion of aryl, heteroaryl and polycyclic aromatic bromides to the corresponding chlorides with high selectivity has been achieved successfully. The mild reaction conditions and high chloride utilization efficiency promise a bright future for chlorination reactions. The Royal Society of Chemistry 2014.
Competitive reactivities of vinylthiyl radicals thermally generated from haloethylenes and hydrogen sulfide
Acetylene and its derivatives have been used for the first time as "traps" for vinylthiyl radicals generated in situ from hydrogen sulfide and haloethylenes in gas-phase processes. The competitive reactivity of the vinylthiyl radicals has been studied at 500-570 °C in the presence of two chemical "traps." The efficiency of chemical "traps" for the vinylthiyl radicals decreases in the following sequence: HC≡CPh > HC≡CH > MeC≡CH > CH2=CHCl. Acetylene is a more efficient "trap" for the vinylthiyl radicals than 1,2-dichloroethylene, from which they have been generated. The β-phenylvinylthiyl radicals generated during cothermolysis of halostyrene-hydrogen sulfide-acetylene component ternary systems undergo first of all intramolecular ring closure to give benzothiophene, which is a thermodynamically favorable system; the reaction of these radicals with acetylene and its derivatives occurs much more slowly than heterocyclization. Phenylacetylene is a more efficient "trap" than acetylene. α-Phenylvinylthiyl radicals mostly react with acetylene to yield 2-phenylthiophene.
Deryagina,Sukhomazova,Levanova
p. 662 - 666
(2007/10/03)
ELECTROPHILIC TRICHLOROMETHYLATION OF SOME HALOGENATED THIOPHENES
The electrophilic trichloromethylation of 3-chloro-, 3-bromo-, and 3,4-dibromothiophene was studied. It is shown that reaction is directed towards position 2, accompanied by frequent formation of the corresponding substituted di-(2-thienyl)dichloromethane. Trichloromethylation of β-bromothiophenes is complicated by exchange of chlorine for bromine under the reaction conditions.
Gromova, G. P.,Belen'kii, L. I.,Krayushkin, M. M.
p. 889 - 891
(2007/10/02)
Herstellung von β-Halogenthiophenen durch Isomerisierung von α-Halogenthiophenen an Zeolithkatalysatoren
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Dettmeier, Udo,Eichler, Klaus,Kuehlein, Klaus,Leupold, Ernst Ingo,Litterer, Heinz
p. 470 - 471
(2007/10/02)
HIGH-TEMPERATURE REACTION OF VINYLIDENE CHLORIDE WITH HYDROGEN SULFIDE
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Voronkov, M. G.,Deryagina, E. N.,Perevalova, V. I.,Bannikova, O. B.
p. 975 - 976
(2007/10/02)
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