75772-20-2Relevant academic research and scientific papers
RADICAL C-Se BOND CLEVAVAGE OF SELENONIUM SALTS WITH GRIGNARD REAGENTS OR MAGNESIUM METAL
Hori, Mikio,Kataoka, Tadashi,Shimizu, Hiroshi,Tsutsumi, Kazuhiro
, p. 981 - 984 (2007/10/02)
The reaction of 2-methylisoselenochromanium salt with Grignard reagents afforded the reductive ring-opened product by the single electron transfer (SET) mechanizm, not by the self-decomposition of ?-selenurane.The same reduction was observed in the reaction of the selenonium salt with magnesium metal.Some other selenonium salts were easily reduced by magnesium metal to give ring-opened products.
Sigmatropic Rearrangement of Ylides Derived from Benzylic Selenonium Salts
Gassman, Paul G.,Miura, Takashi,Mossman, Allen
, p. 954 - 959 (2007/10/02)
The sigmatropic rearrangement of a series of ylides derived from benzylic selenonium salts has been observed.These ylides alkyl or aryl o-methylbenzyl selenides.The competition between nucleophilic displacement and ylide formation in the reaction of base with benzylic selenonium salts has been evaluated.
Base Treatment of Benzylic Selenonium Salts. Sigmatropic Rearrangements vs. Nucleophilic Displacement
Gassman, Paul G.,Miura, Takashi,Mossman, Allen
, p. 558 - 559 (2007/10/02)
Treatment of certain benzylic selenonium salts with a variety of bases resulted in nucleophilic attack to yield either an alkylation or a benzylation of the base, while the use of sodium amide in liquid ammonia as base generated a selenonium ylide which gave ortho substitution of the benzyl group via sigmatropic rearrangement.
