2‐Bromo‐3,3,3‐Trifluoropropene: A Versatile Reagent for the Synthesis of Fluorinated Compounds

Abstract

2‐Bromo‐3,3,3‐trifluoropropene (BTP) represents a highly valuable synthon in synthetic chemistry, and has been widely used in organic synthesis, mainly including addition reactions, cross‐coupling reactions, cycloaddition or cyclization reactions, SN2’ reactions, and Stetter reactions for the construction of various fluorinated organic compounds. In this review, we systematically summarize these reactions; their mechanisms are also discussed.

Copper-mediated three-component synthesis of 2-trifluoromethyl benzimidazoles

“…On the other hand, the introduction of a trifluoromethyl (-CF 3 ) group into organic molecules could dramatically improve the enzymatic oxidative and thermal stability, as well as increase the lipophilicity and bioavailability of molecules. [9][10][11][12][13][14][15][16] As a consequence, important advances in the development of trifluoromethylating methods and reagents have been achieved over the past few years by several research groups. [17][18][19][20][21][22] Considering the chemical importance and biological activities of benzimidazoles and the positive effect of the trifluoromethyl substituent, the development of effective synthetic pro-tocols for the introduction of the -CF 3 group into the benzimidazole scaffold is desirable.…”

“…On the other hand, the introduction of a trifluoromethyl (–CF 3 ) group into organic molecules could dramatically improve the enzymatic oxidative and thermal stability, as well as increase the lipophilicity and bioavailability of molecules. 9–16 As a consequence, important advances in the development of trifluoromethylating methods and reagents have been achieved over the past few years by several research groups. 17–22…”

Recent advances in C–F bond activation of trifluoromethylated carbonyl compounds and derivatives

“…Selective introduction of fluorine atoms or fluorine-containing moieties into organic molecules is a conventional strategy. 2 Alternatively, C–F bond functionalization from readily available polyfluorinated compounds represents an attractive and promising approach, which serves as an important complementary route to partially fluorinated compounds. 3 Although several reviews on the C–F functionalization of CF 3 -containing compounds have recently been published by our group and other researchers, 3 g , j – p they only focus on one or a few aspects of the topic.…”

Difluoromethylation of heterocyclesviaa radical process

“…In this context, organofluorine compounds have been extensively explored due to their special biological, physical, and chemical properties. [1][2][3][4][5][6] In particular, the difluoromethyl (CF 2 H) group has garnered substantial attention since it serves as a more lipophilic isostere of the hydroxamic acid, thiol, carbinol, or amide group. Moreover, the CF 2 H group can be used as the basic structural unit of lead compounds and advanced materials because of its high metabolic stability, binding selectivity, biological lipophilicity, low surface tension and low refractive index.…”