18513-02-5Relevant academic research and scientific papers
Palladium-Catalyzed Carbonylation of Aryl Iodides with Sulfinamides
Belfrage, Anna Karin,Wakchaure, Prasad,Larhed, Mats,Sandstr?m, Anja
, p. 7069 - 7074 (2015)
A facile palladium(0)-catalyzed carbonylative protocol for the generation of new acyl-sulfinamides in moderate to good yields is described. Aliphatic and aromatic sulfinamides were exploited as hitherto unexplored nucleophiles in carbonylation chemistry,
Silicon-Free SuFEx Reactions of Sulfonimidoyl Fluorides: Scope, Enantioselectivity, and Mechanism
Baggerman, Jacob,Jordaan, Daan,Liang, Dong-Dong,Streefkerk, Dieuwertje E.,Wagemakers, Jorden,Zuilhof, Han
supporting information, p. 7494 - 7500 (2020/03/23)
SuFEx reactions, in which an S?F moiety reacts with a silyl-protected phenol, have been developed as powerful click reactions. In the current paper we open up the potential of SuFEx reactions as enantioselective reactions, analyze the role of Si and outline the mechanism of this reaction. As a result, fast, high-yielding, “Si-free” and enantiospecific SuFEx reactions of sulfonimidoyl fluorides have been developed, and their mechanism shown, by both experimental and theoretical methods, to yield chiral products.
Synthesis of CF3-substituted sulfoximines from sulfonimidoyl fluorides
Kowalczyk, Rafal,Edmunds, Andrew J. F.,Hall, Roger G.,Bolm, Carsten
supporting information; experimental part, p. 768 - 771 (2011/04/24)
N-Protected trifluoromethyl-substituted sulfoximines have been prepared by treatment of sulfonimidoyl fluorides with a combination of the Ruppert-Prakash reagent (TMSCF3) and tetrabutyl ammonium fluoride (TBAF). The starting materials were accessed following two synthetic routes, and for each reaction sequence the substrate scope was evaluated. Accordingly, a wide variety of aryl-substituted products were obtained in moderate to good yield.
Synthesis of amino-functionalized sulfonimidamides and their application in the enantioselective henry reaction
Steurer, Marianne,Bolm, Carsten
experimental part, p. 3301 - 3310 (2010/08/19)
Amino-functionalized sulfonimidamides have been prepared by aziridinium ring-opening reactions and nucleophilic substitutions of sulfonimidoyl chlorides. Whereas the former reactions afford separable diastereomeric products, the latter provide single ster
