100716-73-2Relevant articles and documents
Alkene synthesis: Elimination of arenesulfinic acid from alkyl aryl sulfones using potassium trimethylsilanolate as base
Baker-Glenn, Charles A.G.,Barrett, Anthony G.M.,Gray, Andrew A.,Procopiou, Panayiotis A.,Ruston, Mark
, p. 7427 - 7430 (2007/10/03)
The use of potassium trimethylsilanolate as base to induce elimination of potassium arenesulfinate from alkyl aryl sulfones to produce E-alkenes is described. The reaction was appropriate for substrates containing a benzyl or allyl group α to the sulfone
Addition of 4-Chlorobenzenesulphenyl Chloride to 3-Methylbut-1-yne, Hex-1-yne, and Phenylacetylene: Isomerisation and Hydrolysis of the Adducts
Capozzi, Giuseppe,Romeo, Giovanni,Lucchini, Vittorio,Modena, Giorgio
, p. 831 - 836 (2007/10/02)
The addition of (4-ClC6H4SCl, (2), to RCH(*)CH, (1; R=Pri, Bun), gives (E)-4-ClC6H4(R)C(*)C(H)Cl, (E)-(3), and (E)-4-ClC6H4(H)C(*)C(R)Cl, (E)-(4) in a fixed ratio; the addition to (1; R=Ph) gives regiospecifically (E)-(3; R=Ph) in ethyl acetate, but different proportions of (E)-(3) and (E)-(4) (R=Ph), in chloroform, sym-tetrachloroethane, and acetic acid.With an excess of the sulphenyl chloride (2), (E)-(3) and (E)-(4) isomerize to (Z)-(4) (same R).The sulphuric-acid catalysed hydrolysis of (E)-(3; R=Pri, Bun, Ph) gives α-chloroketones RCOCH2Cl(5) (same R).The (E)-(4) isomers do not hydrolyse.