- Catalytic use of selenium electrophiles in cyclizations
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A new and convenient one-pot method for a catalytic addition-elimination reaction using selenium electrophiles has been developed. In the presence of 5 mol % diphenyl diselenide, [bis(trifluoroacetoxy)iodo]benzene in acetonitrile converted a range of (E)-3-butenoic acids into the corresponding butenolides in good yields.
- Browne, Danielle M.,Niyomura, Osamu,Wirth, Thomas
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p. 3169 - 3172
(2008/02/10)
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- Superelectrophilic selenium. A new simple method for generation of areneselenenyl trifluoroacetates and triflates
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Areneselenenyl trifluoroacetates and triflates were obtained by comproportionation of an areneseleninic anhydride with the corresponding diselenide in the presence of trifluoroacetic or triflic anhydride. This represents an attractive alternative to the previously reported1-5 route for preparation of these reagents.
- Kutateladze, Andrei G.,Kice, John L.,Kutateladze, Tatiana G.,Zefirov, Nikolai S.,Zyk, Nikolai V.
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p. 1949 - 1952
(2007/10/02)
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- Oxidation of Selenides and Tellurides with Positive Halogenating Species
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Treatment of diaryl or alkyl aryl selenides and diaryl or dialkyl tellurides first with a positive halogen source (N-chlorosuccinimide, tert-butyl hypochlorite) followed by alkaline hydrolysis (10percent sodium hydroxide, saturated sodium bicarbonate) gave the corresponding selenoxides or telluroxides (or hydrates) in good yield.The method is tolerant of a variety of functional groups including esters, olefins, alcohols, ethers, and ketones.The formal oxidation step is believed to be the formation of a chloroselenonium or chlorotelluronium species followed by hydrolysis. 1H NMR evidence is given for a benzylphenylselenonium species. Selenoxide fragmentation reactions during the hydrolysis step were observed
- Detty, Michael R.
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p. 274 - 279
(2007/10/02)
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