175154-41-3Relevant academic research and scientific papers
Resin-immobilised benzyl and aryl vinyl sulfones: New versatile traceless linkers for solid-phase organic synthesis
Kroll, Friedrich E. K.,Morphy, Richard,Rees, David,Gani, David
, p. 8573 - 8576 (1997)
New polystyrene-based resins containing benzyl and aryl vinyl sulfone groups are described. The vinyl sulfone group reacts efficiently with 2°amines, via conjugate addition, and the resin-bound 3°amines products can be quaternised through alkylation. Subsequent deamination to give 3°amines and the regenerated vinyl sulfone occurs in moderate to good yield. Both systems can be recycled and show moderate stability to acids and high stability to nucleophiles including Grignard reagents.
TRANSITION STATES IN INTRAMOLECULAR SN2 REACTIONS OF CARBANIONS. THE CLOSURE OF THREE-, FOUR- AND FIVE-MEMBERED RINGS
Benedetti, Fabio,Fabrissin, Silvio,Rusconi, Alessandro,Stirling, Charles J. M.
, p. 233 - 240 (2007/10/02)
The intramolecular displacement of aryl ethyl sulphonium by carbanions stabilised by two sulphonyl groups has been studied.Rates of cyclisation of three-, four- and five-membered rings follow the same trend observed in the analogous displacement of halides.The effects of substituents on the leaving group show that, in the series considered, variations in the extent of bond cleavage to the leaving group are small.
