107572-07-6Relevant articles and documents
Novel thiolated amino-alcohols as chiral ligands for copper-catalyzed asymmetric nitro-aldol reactions
Mansawat, Woraluk,Saengswang, Ittiphol,U-prasitwong, Palita,Bhanthumnavin, Worawan,Vilaivan, Tirayut
, p. 4235 - 4238 (2007)
Thiolated amino-alcohols have been synthesized and evaluated as a potential new class of chiral ligands for copper-catalyzed nitro-aldol reactions. The model nitro-aldol reaction took place smoothly at ambient temperature in the presence of catalytic amounts (5-15 mol %) of the ligands and copper(II) acetate to afford the nitro-aldol product in good to excellent yield without accompanying dehydration. Amino-alcohol ligands bearing N-(2-alkylthio)benzyl substituents provided only modest enantioselectivities (22-46% ee) while those carrying N-2-thienylmethyl substituents provided better enantioselectivities (up to 75% ee). A range of aromatic aldehydes were acceptable for the nitro-aldol reaction with nitromethane, giving moderate to good enantioselectivities (69-88% ee).
In(OTf)3 catalyzed reductive etherification of 2-aryloxybenzaldehydes and 2-(arylthio)benzaldehydes
Prajapati, Anamika,Kumar, Mahendra,Thakuria, Ranjit,Basak, Ashok K.
supporting information, (2019/10/02)
2-Aryloxybenzaldehydes and 2-(arylthio)benzaldehydes undergo reductive etherification in presence of 5 mol% In(OTf)3 and stoichiometric amount of Et3SiH under solvent free conditions to generate novel symmetrical dibenzyl ethers and thioethers in excellent yields. In(OTf)3 is found to be superior in terms of catalytic activity over the other metal triflates tested for the reaction. Xanthenes and thioxanthenes, as anticipated, could not be obtained under these conditions.
Preparation of functionalized aryl magnesium reagents by the addition of magnesium aryl thiolates and amides to arynes
Lin, Wenwei,Sapountzis, Ioannis,Knochel, Paul
, p. 4258 - 4261 (2007/10/03)
(Chemical Equation Presented) Reactive arynes, which are readily generated by the reaction of ortho-iocloarylsulfonates with iPrMgCl, undergo the smooth addition of various magnesium nucleophiles like magnesium thiolates, selenides, and amides. In all cases the resulting functionalized aryl magnesium species can be trapped by an electrophile leading to highly functionalized aromatic compounds (see scheme).