51558-78-2Relevant articles and documents
Catalytic use of selenium electrophiles in cyclizations
Browne, Danielle M.,Niyomura, Osamu,Wirth, Thomas
, p. 3169 - 3172 (2008/02/10)
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.
Oxidation of Selenides and Tellurides with Positive Halogenating Species
Detty, Michael R.
, p. 274 - 279 (2007/10/02)
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