128886-87-3Relevant articles and documents
Gold(I)-Catalyzed N-Desulfonylative Amination versus N-to-O 1,5-Sulfonyl Migration: A Versatile Approach to 1-Azabicycloalkanes
Miaskiewicz, Solène,Gaillard, Boris,Kern, Nicolas,Weibel, Jean-Marc,Pale, Patrick,Blanc, Aurélien
supporting information, p. 9088 - 9092 (2016/07/26)
Valuable 1-azabicycloalkane derivatives have been synthesized through a novel gold(I)-catalyzed desulfonylative cyclization strategy. An ammoniumation reaction of ynones substituted at the 1-position with an N-sulfonyl azacycle took place in the presence of a gold cation by intramolecular cyclization of the disubstituted sulfonamide moiety onto the triple bond. Depending on the size of the heterocyclic ring and substitution of the substrates, two unprecedented forms of nucleophilic attack on the sulfonyl group were exploited, that is, a N-desulfonylation in the presence of an external protic O nucleophile (37–87 %, 10 examples) and a unique N-to-O 1,5-sulfonyl migration (60–98 %, 9 examples).
Retardation of Hydrolysis of Aryl Arenesulphonate Esters by Quinuclidine through Complex Formation
Suh, Junghun,Suh,, Myung Koo,Cho, Seung Ho
, p. 685 - 688 (2007/10/02)
The hydrolysis of aryl arenesulphonate esters is considerably retarded upon the addition of quinuclidine (Quin).Kinetic and spectral data indicate that the protonated form of Quin forms non-covalent complexes with the sulphonate esters and that the comple
