Prileschajew epoxidation reaction

Ethylenic compounds when oxidised with perbenzoic acid or perphthalic acid in chloroform solution yield epoxides (or oxiranes). This Is sometimes known as the Prileschajew epoxidation reaction. Thus pyrene affords styrene oxide (or 2-plienyloxirane) ... 

Pinacol-pinacolone rearrangement Prileschajew epoxidation reaction Reformataky reaction Reimer-Tiemanii reaction Rosenmund reduction Sandmeyer reaction Schiemaim reaction Schmidt reaction or rearrangement Schotten-Baumann reaction Skraup reaction Sommelet reaction. ... 

Potassium tert. butoxide, 920, 921 Potassium -butyl xanthate, 499 Potassium ethyl xanthate, 496,499 Potassium hypochlorite solution, 461 Potassium iodide - iodine reagent, 1069 Prileschajew epoxidation reaction, 893J, 894... 

Prilezhaev (Prileschajew) reaction. Formation of epoxides by the reaction of alkenes with peracids. 

Perhaps the most common method for the epoxidation of simple alkenes is their reaction with peroxyacids, which has occasionally been referred to as the Prilezhaev (Prileschajew) reaction. O This reaction does not require transition metal catalysis and the yield of epoxide is often high. Peroxyacids such as 156 are prepared by reaction of carboxylic acids with hydrogen peroxide. An equilibrium is established during the reaction that favors the peroxyacid, although several alternative methods are available.279 in general, strong... 

The epoxidation of olefins was discovered by a Russian chemist, N. Prileschajew, in 1909 using peracids RCO3H, and this reaction has been used for a long time. Per-acids often are dangerous (explosive), however, and must therefore imperatively be avoided. Transition-metal catalysis is now used together with hydroperoxides ROOH (most often R = t-Bu, in short TBHP) whose first example was discovered by Hawkins in 1950 with [V2OS] as catalyst. The catalysts most often are d° complexes with an oxophilic Lewis acid able to bind an oxygen atom of hydroperoxide. 

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