62384-73-0Relevant academic research and scientific papers
Preparation of Some Novel Butyl, Butenyl, Butadienyl and Bytynyl Sulfone Electrophiles for Use in Enolate Trapping Studies
Loughlin, Wendy A.,Haynes, Richard K.
, p. 651 - 662 (2007/10/02)
The preparation of some novel four-carbon electrophiles and electrophile intermediates is described.Thus, the chlorobutenyl sulfone (5), the iodobutynyl sulfone (6) and the hitherto unreported chlorobutynyl sulfone (4) were prepared.The novel intermediates, containing a chelating imidazolyl functionality, the N-methylimidazolyl sulfides (13)-(15) were also prepared.However, they polymerized rapidly, thus preventing further synthetic manipulations.The preparation of the α-(trimethylsilyl)butadienyl sulfones (17) and (18) is described and the mode of formation of the intermediate α-trimethylsilyl sulfides (21) and (22) from the trimethylsilylbutenyl sulfide (27) is discussed.
On the Unexpected Cathodic Electrodimerization of Phenyl Vinyl Sulphone in slightly Protic Media: the Formation of 1,4-Bisphenylsulphonylbut-2-ene
Djeghidjegh, N,Simonet, J.
, p. 1317 - 1318 (2007/10/02)
Phenyl vinyl sulphone exhibits unusual cathodic behaviour in organic media containing a small excess of a proton donor such as acetic acid or phenol; both the saturated sulphone and an unsaturated dimer are isolated, the formation of which may be explained by hydrogen atom transfer between the organic free radicals formed at the interface.
Palladium-Catalyzed Substitutions of Allylic Nitro Compounds. Regiochemistry
Tamura, Rui,Kai, Yoshiki,Kakihana, Masato,Hayashi, Koji,Tsuji, Masanori,et al.
, p. 4375 - 4385 (2007/10/02)
Primary, secondary, and tertiary allylic nitro compounds underwent Pd(0)-catalyzed allylic substitution by stabilized carboanions, secondary amines, and benzenesulfinate ion (PhSO2-). α,β-disubstituted α-nitro olefins also behaved as allylic nitro compounds, via base-catalyzed vinyl -> allyl rearrangement, and underwent allylic substitution by secondary amines and PhSO2-.The regiochemistry of these substitutions was dependent on the structure of the allylic nitro compound amd on the steric bulk of the nucleophile.Generally, substitution occurred at the lesshindered or least substituted site.In some cases added or generated NaNO2 affected the regioselectivity of the allylic substitution of allylic nitro compounds and some allylic acetates by PhSO2-.Under these conditions, the more sterically hindered allylic sulfones were formed.
The Contribution of Ring Strain to Nucleofugality: the First Measurement
Griffiths, Gwerydd,Hughes, Simon,Stirling, Charles J. M.
, p. 236 - 237 (2007/10/02)
Comparison of eliminative ring fission in a cyclopropane and elimination in an acyclic analogue allows determination of acceleration of elimination by ring strain; a factor of at least 1011.7 has been found, the largest for any heterocyclic reaction.
