Trifluoromethylation Of Aldehydes Research Articles

Radical C(sp2)-H Trifluoromethylation of Aldehydes in Aqueous Solution.

The copper-mediated C(sp2)-H trifluoromethylation of aldehydes is described. The reaction of aldehydes with (bpy)Cu(CF3)3, Et3SiH, and K2S2O8 in aqueous acetone at room temperature provides the corresponding trifluoromethyl ketones in satisfactory yields. The protocol is applicable to both aliphatic and aromatic aldehydes and exhibits a broad substrate scope and wide functional group compatibility. A mechanism involving Cu(II)-mediated trifluoromethylation of acyl radicals is proposed.

Highly Chemoselective DMPU‐Mediated Trialkylsilylation of Terminal Alkynes Using Trifluoromethyltrialkylsilane

AbstractA chemoselective silylation of terminal alkynes with trifluoromethyltrialkylsilane in 1,3‐dimethyl‐3,4,5,6‐tetrahydro‐2(1H)‐pyrimidinone (DMPU) is described. This process is effective even under mild conditions without the use of fluorides or an N‐heterocyclic carbene (NHC), providing a widely applicable method for the synthesis of alkynylsilicon compounds. Moreover, it was found that the preferential deprotonation of terminal alkynes using this system proceeded faster than the trifluoromethylation of aldehydes, ketones, and esters.

ChemInform Abstract: Electroorganic Chemistry. Part 130. A Novel Trifluoromethylation of Aldehydes and Ketones Promoted by an Electrogenerated Base.

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ChemInform Abstract: Asymmetric Trifluoromethylation of Aldehydes and Ketones with Trifluoromethyltrimethylsilane Catalyzed by Chiral Quaternary Ammonium Fluorides.

Abstract The trifluoromethylation of aldehydes and ketones with trifluoromethyltrimethylsilane catalyzed by chiral quarternary ammonium fluorides was carried out enantioselectively to give optically active 1-substituted-2,2,2-trifluoroethanols.

Bis-TADDOLs as bifunctional organocatalysts for trifluoromethylation of aldehydes and ring-opening of cyclohexene oxide with p-toluidine

A set of bis-TADDOLs, in which two TADDOL moieties are connected by different linkers, have been prepared. A great dependence of the catalytic activities of the bis-TADDOLs on the distance between the TADDOL moieties was found by the addition of trifluoromethyltrimethylsilane to benzaldehyde and ring-opening of cyclohexene oxide with or without alkali metal salts added.

Nucleophilic Perfluoroalkylation of Imines and Carbonyls: Perfluoroalkyl Sulfones as Efficient Perfluoroalkyl-Transfer Motifs

Alkoxide-induced nucleophilic pentafluoroethylation and trifluoromethylation of aldehydes, ketones, and imines using pentafluoroethyl phenyl sulfone (PhSO(2)CF(2)CF(3), 1) and trifluoromethyl phenyl sulfone (PhSO(2)CF(3), 2), respectively, have been successfully achieved. High diastereoselectivity was observed during the perfluoroalkylation of homochiral sulfinimines to give the corresponding perfluoroalkyl sulfinamides.

Electroorganic chemistry. 130. A novel trifluoromethylation of aldehydes and ketones promoted by an electrogenerated base

Electroorganic chemistry. 130. A novel trifluoromethylation of aldehydes and ketones promoted by an electrogenerated base