202269-88-3

Upstream product

• 423-39-2 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane 
• 536-74-3 phenylacetylene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 82102-37-2 9-methyl-9H-fluorene-9-carbonyl chloride 
• 7677-24-9 trimethylsilyl cyanide 

Relevant academic research and scientific papers

Access to Perfluoroalkyl-Substituted Enones and Indolin-2-ones via Multicomponent Pd-Catalyzed Carbonylative Reactions

A simple method for accessing perfluoroalkyl-substituted enones is described applying a four-component palladium-catalyzed carbonylative coupling of aryl boronic acids together with terminal alkynes and perfluoroalkyl iodides in the presence of carbon monoxide. A wide range of highly functionalized enones can thus be prepared in a single operation in good yields. With 2-aminophenylalkynes, an intramolecular aminocarbonylation event overrules providing the indolin-2-one framework. Finally, adaptation of the two-chamber technology expands the method to the synthesis of the aforementioned structures with 13C-isotope labeling.

Copper(I)-Catalyzed Cyanoperfluoroalkylation of Alkynes

A highly chemoselective and regioselective copper-catalyzed radical cyanoperfluoroalkylation of alkynes is described. This three-component reaction directly uses commercially available alkynes, perfluoroalkyl iodides, and trimethylsilyl cyanide as the reaction partners and delivers a variety of perfluoroalkylated cyanoalkenes in good yields. Broad substrate scope and good functional group tolerance are observed. The perfluoroalkylated cyanoalkenes that are produced can be readily transformed into useful fluoroalkylated derivatives.

Perfluoroalkylation of Terminal Alkynes with Perfluoroalkyl Iodides Catalyzed by an Iron Salt

The one-step, direct perfluoroalkylation of terminal alkynes with perfluoroalkyl iodides has been developed in which a simple ligandless iron salt is employed as the catalyst. Various perfluoroalkylated alkynes could be afforded in good to excellent yields with good functional group compatibility. Preliminary mechanistic studies suggest the involvement of the perfluoroalkyl radical in the catalytic cycle and the perfluoroalkylated alkenyl iodides as intermediates. The method provides straight, streamlined, and sustainable access to perfluoroalkylated acetylenes.

Syntheses with perfluoroalkyl radicals from perfluoroalkyl iodides. A rapid survey of synthetic possibilities with emphasis on practical applications. Part one: Alkenes, alkynes and allylic compounds

This review concerns the free radical chemistry of perfluoroalkyl iodides (RFI) in the synthesis of organic substances of a large variety of structures. Radical chain reactions of RFI are readily initiated by azonitrile initiators an

Convenient synthesis of fluoroalkyl-substituted heterocycles from 1-fluoroalkyl-2-iodoalkenes

A convenient synthesis of fluoroalkyl-substituted heterocycles including 3-trifluoromethylpyrazoles 7,5-trifluoromethylisoxazoles 8 and 4-trifluoromethylpyrimidines 9 is described. This two-step sequence consists of a radical addition of fluoroalkyl iodid

New Efficient Palladium-Catalyzed Perfluoroalkylation of Carbon-Carbon Multiple Bonds with F-Alkyl Iodides. An Expedient Route to F-Alkylated Alkyl and Alkenyl Iodides

A variety of alkenes and alkynes efficiently undergo the perfluoroalkylation with F-alkyl iodides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium(0) in hexane to give good yields of the corresponding F-alkylated alkyl and al