Recent Progress in Aryltrifluoromethylation Reactions of Carbon‐Carbon Multiple Bonds

Abstract

Due to the increasing relevance of fluorinecontaining organic molecules in drug design, the synthesis of organofluorine compounds has gained high significance in synthetic organic chemistry. Trifluoromethylative difunctionalizations of carbon-carbon multiple bonds, with the simultaneous incorporation of a CF 3 group and another functional element, have considerable potential. Because of the high importance of carbon-carbon bond-forming reactions in organic synthesis, carbotrifluoromethylations and, in particular, aryltrifluoromethylations or heteroaryltrifluoromethylations are considered to be increasing fields of synthetic organic chemistry. The aim of the current review is to summarize recent developments of aryltrifluoromethylation or heteroaryltrifluoromethylation reactions.

Copper-Catalyzed Synthesis of 4-CF3-1,2,3-Triazoles: An Efficient and Facile Approach via Click Reaction

“…Since the time of its discovery in strategies to optimize the pharmacological properties of drug candidates [ 1 , 2 , 3 , 4 ], incorporation of the trifluoromethyl group has become a promising approach to discover new and/or improve existing bioactive compounds [ 5 , 6 , 7 , 8 ]. Although several valuable methods have been developed for the synthesis of trifluoromethyl-substituted compounds [ 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 ], methods that incorporate this group in an efficient and regiospecific manner remain in high demand [ 21 , 22 , 23 , 24 , 25 , 26 , 27 ], especially in the case of heterocyclic compounds [ 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 ].…”

Carbotrifluoromethylations of C−C Multiple Bonds (Excluding Aryl‐ and Alkynyltrifluoromethylations)

“…Carbotrifluoromethylations concerning aryl‐ and alkynyl‐trifluoromethylation reactions of carbon‐carbon multiple bonds were recently summarized and published by our research group [8g,h] . Therefore, our aim in this review is to collect the most important carbotrifluoromethylation reactions of alkenes and alkynes since 2013, in which the CF 3 group is introduced together with alkenyl, alkyl, carbonyl, and cyano groups.…”

Recent Advances in the Trifluoromethylation Reactions of Isonitriles To Construct CF3-Substituted N-Heterocycles

“…Thanks to the synthetic versatility of these unsaturated functionalities, several carbotrifluoromethylation reactions have been developed in the last decade. 10` b c d e f The trifluoromethylation/cyclization of isonitriles as unsaturated moieties which provides CF 3 -substituted heterocycles (Scheme 1 ) is a currently expanding area of organic synthesis; however, it has not, as yet, been reviewed. Hence, in this short review we collected recent methodologies of the trifluoromethylation reactions of isonitriles since 2013.…”