13898-96-9Relevant articles and documents
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Bertin et al.
, p. 763 (1974)
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Fujimoto et al.
, p. 2110,2113 (1971)
A new method for mixed halogenation. N-chloroamine - phosphorus bromide system as a synthetic equivalent of the mixed halogen Cl+Br-
Zyk, Nikolai V.,Beloglazkina, Elena K.,Tyurin, Vladimir S.,Zefirov, Nikolai S.
, p. 107 - 122 (2007/10/03)
A new method for the mixed halogenation of alkenes has been proposed based on the reaction of olefins with N-chloroamines in the presence of phosphorus bromide or oxybromide. The plausible reaction mechanism and the results of reactions with a number of model unsaturated compounds such as cyclohexene, 1-heptene, ethyl cinnamate, norbornene and those from the bicyclo[2.2.1]heptane series are discussed. In the reactions with reactive olefins this reagent acts as a synthetic equivalent of the unknown mixed halogen [Cl+Br-] with abnormal polarity of halogen atoms. The same reactions activated by PCl3 or POCl3 result in dichlorides in yields near to quantitative.
REACTION OF t-BUTYL BROMIDE-DIMETHYL SULPHOXIDE: HALOGENATION AND MIXED HALOGENATION OF MULTIPLE BONDS
Dossena, Arnaldo,Marchelli, Rosangela,Casnati, Giuseppe
, p. 29 - 32 (2007/10/02)
The "t-butyl bromide-Me2SO" reagent brominates alkenes versus alkynes efficiently and selectively.By adding calcium chloride or potassium iodide to the system it is possible to obtain the corresponding dichloro or diiodo derivatives.By adding benzyltriethylammonium chloride to the system, bromochloro derivatives are obtained in good yields.The mechanism of the reactions is discussed.
