Copper-catalyzed nucleophilic trifluoromethylation of benzylic chlorides.

Reactions of primary and secondary benzylic chlorides with trifluoromethyltrimethylsilane in the presence of a catalytic amount of copper(i) thiophene...
157KB Sizes 0 Downloads 5 Views

Recommend Documents

Brønsted acid catalyzed benzylic C-H bond functionalization of azaarenes: nucleophilic addition to nitroso compounds.
A practical Brønsted acid promoted benzylic C-H functionalization of 2-alkylazaarenes and nucleophilic addition to nitroso compounds was developed under mild conditions. Switched by Brønsted acids, this method can afford azaarene-2-aldimines, azaaren

Iron-catalyzed trifluoromethylation of enamide.
Herein the first example of the iron(II)-catalyzed trifluoromethylation of enamide using mild and simple reaction conditions is reported. The method is cost-effective and uses the easy-to-handle Togni's reagent as the electrophilic CF3 source. This t

Copper-catalyzed β-trifluoromethylation of conjugated hydrazones.
The Cu-catalyzed direct β-trifluoromethylation of α,β-unsaturated aldehyde N,N-dibenzylhydrazones with Togni hypervalent iodine reagent is described. The reaction yields stereodefined CF3-alkenyl derivatives under mild conditions and is proposed to p

Nickel-Catalyzed Borylation of Benzylic Ammonium Salts: Stereospecific Synthesis of Enantioenriched Benzylic Boronates.
We have developed a stereospecific, nickel-catalyzed cross-coupling of secondary benzylic ammonium salts and diboronate esters to deliver highly enantioenriched benzylic boronates. This reaction utilizes amine-derived electrophiles, which are readily

Copper-Catalyzed Decarboxylative Trifluoromethylation of Propargyl Bromodifluoroacetates.
The development of efficient methods for accessing fluorinated functional groups is desirable. Herein, we report a two-step method that utilizes catalytic Cu for the decarboxylative trifluoromethylation of propargyl bromodifluoroacetates. This protoc

Product Control in Alkene Trifluoromethylation: Hydrotrifluoromethylation, Vinylic Trifluoromethylation, and Iodotrifluoromethylation using Togni Reagent.
Hydrotrifluoromethylation, vinylic trifluoromethylation, and iodotrifluoromethylation of simple alkenes have been achieved by using Togni reagent in the absence of any transition metal catalyst. These reactions were readily controllable by selection

Nucleophilic bromodifluoromethylation of iminium ions.
A method for bromodifluoromethylation of iminium ions using Me3SiCF2Br is described. The reaction involves room temperature activation of the silicon reagent by HMPA to generate difluorocarbene, which upon interacting with excess of bromide ion provi

Benzylic Ammonium Ylide Mediated Epoxidations.
A high yielding synthesis of stilbene oxides using ammonium ylides has been developed. It turned out that the amine leaving group plays a crucial role as trimethylamine gives higher yields than DABCO or quinuclidine. The amine group also influences t

Silver-Mediated N-Trifluoromethylation of Sulfoximines.
An unprecedented approach to N-trifluoromethylations of electron-rich nucleophilic sites following a radical pathway is reported. Accordingly, various sulfoximines (19 examples) have been N-trifluoromethylated, providing previously unreported product