81403-44-3Relevant academic research and scientific papers
Palladium and Lewis-Acid-Catalyzed Intramolecular Aminocyanation of Alkenes: Scope, Mechanism, and Stereoselective Alkene Difunctionalizations
Pan, Zhongda,Wang, Shengyang,Brethorst, Jason T.,Douglas, Christopher J.
supporting information, p. 3331 - 3338 (2018/03/13)
An expansion of methodologies aimed at the formation of versatile organonitriles, via the intramolecular aminocyanation of unactivated alkenes, is herein reported. Importantly, the need for a rigid tether in these reactions has been obviated. The ease-of-synthesis and viability of substrates bearing flexible backbones has permitted for diastereoselective variants as well. We demonstrated the utility of this methodology with the formation of pyrrolidones, piperidinones, isoindolinones, and sultams. Furthermore, subsequent transformation of these motifs into medicinally relevant molecules is also demonstrated. A double crossover 13C-labeling experiment is consistent with a fully intramolecular cyclization mechanism. Deuterium labeling experiments support a mechanism involving syn-addition across the alkene.
Intramolecular Nucleophilic Catalysis by the Neighboring Hydroxyl Group in Acid- and Base-Catalyzed Hydrolysis of Aromatic Sulfonamides and Sultones. Mechanism of Intramolecular Nucleophilic Substitution at Sulfonyl Sulfur
Wagenaar,Anno,Engberts, Jan B.F.N.
, p. 768 - 772 (2007/10/02)
This paper reports kinetic data illustrating the effectiveness of the Thorpe-Ingold gem-dialkyl effect in speeding the intramolecular nucleophilic catalyzed conversion of o-(1-hydroxyalkyl)-N,N-dimethylbenzenesulfonamides 1 into the corresponding sultones
Herbicidal sulfonamides
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, (2008/06/13)
This invention relates to N-(heterocyclicaminocarbonyl)-o-alkenylbenzenesulfonamides which are useful as agricultural chemicals.
