Synthesis of 2‐Chloro‐6‐(trifluoromethyl)pyridine‐3,5‐dicarbonitrile: A Versatile Building Block for the Synthesis of Substituted Trifluoro Methyl Pyridine Derivatives

Abstract

A simple and highly efficient (concise 3-step) synthesis of 2chloro-6-(trifluoromethyl)pyridine-3,5-dicarbonitrile has been developed from readily available starting materials. Furthermore, the selective reactivity of this tetra-substituted pyridine with different carbon, sulfur, nitrogen and oxygen nucleophiles offers great scope for the synthesis of novel highly substituted pyridine derivatives in decent to good yields.

An Efficient Synthesis and Characterization of Amine and Amide Derivatives of Ethyl 6‐(trifluoromethyl)nicotinate

“…In conclusion we have reported the synthesis of a novel series of amine and amide derivatives of trifluoromethyl pyridine derivatives in two and three steps respectively through a common intermediate compound 8, which was prepared from commercially available and cheap starting materials via claizen and mannich type reactions with good yields and characterized via 1 H NMR, 13 C NMR, and mass spectral analysis. All the intermediates were prepared in a grams scale, so it will be very useful for the preparation of these derivatives in industrial scale also.…”

“…As a result, it has a widespread application in pesticide chemistry. [9] Trifluoromethyl pyridine is a common fragment used in agrochemicals, and molecules containing it are frequently used as fungicidal, [10] insecticidal [11][12][13] and herbicidal [14] agents. About 30 + pesticides that have been released, so far include the TFMP moiety.…”

Recent advances in the synthesis of trifluoromethyl-containing heterocyclic compounds via trifluoromethyl building blocks

“…An effective three-step synthesis method for 2-chloro-6-(trifluoromethyl)pyridine-3,5-dicarbonitrile was created using easily accessible substituted vinylogous enamines by the Channapur group 46 in 2023 (Scheme 29). In addition, the reaction of vinylogous enamines with hydroxylamine produced pyridine ring salts, and these highly substituted pyridine intermediates were readily converted into new pyridine derivatives in high yields through substitution of the chlorine by nucleophiles or by coupling with aryl boronic acids.…”