Recent trends in the Chemistry of fluorinated five and six‐membered heterocycles

Phenoxydifluoromethyl Substituted Nitrogen Heterocycles. Synthesis and Heterocyclization Reactions of Ethyl 4,4-Difluoro- 4-phenoxyacetoacetate

“…The organic layer was separated and the aqueous layer was extracted with ether (2×50 mL). (2). To a solution of benzamidine (0.12 g, 0.1 mmol) in 10 mL of dry acetonitrile was added 0.3 g (0.12 mmol) of 1.…”

“…For the most part, a search for biologically active compounds in the series of polyfluoroalkylated heterocycles follows the path of synthesis of various heterocyclic structures containing a limited set of polyfluoroalkyl substituents [1,2]. Development of methodology for introduction of new, functionally modified groups into the heterocyclic skeleton extends the range of the design of the bioactive derivatives.…”

Direct nucleophilic difluoromethylation of aromatic isoxazoles activated by electron-withdrawing groups using (difluoromethyl)trimethylsilane

“…Manmade fluorinated organic compounds have become a remarkable success in the pharmaceutical industry, despite their relatively young history [5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]. In this context, fluorinated heterocycles have gained attention as new drug candidates over the past few decades in medicine and agro-chemistry [21][22][23][24][25][26][27][28]. Fluorinated and trifluoromethylated compounds have been well targeted in this research area [5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28], and difluoromethylated compounds are next …”

“…In this context, fluorinated heterocycles have gained attention as new drug candidates over the past few decades in medicine and agro-chemistry [21][22][23][24][25][26][27][28]. Fluorinated and trifluoromethylated compounds have been well targeted in this research area [5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28], and difluoromethylated compounds are next [16,[21][22][23][24][25][26][27][28]. The difluoromethyl (CF 2 H) group is known to be isosteric and isopolar to a hydroxy (OH) and thiol (SH) unit.…”

Heterocyclic synthesis with activated nitriles : An expeditious synthetic approach to polyfunctionally substituted pyrroles, heterocyclopyrimidines and coumarins

“…Its IR spectrum showed absorption peaks at ν 3340 (NH), and 2220, 2216, 2208 cm -1 (3CN). Its 1 H-NMR spectrum (DMSO-d 6 ) showed a singlet signal (2H) at δ 4.12 ppm assigned for the CH 2 protons, a singlet at δ 7.32 ppm assigned for the CH proton and a broad singal at δ  9.11 ppm assigned for the NH proton which underwent a facile hydrogen deuterium exchange and disappeared upon addition of D 2 O to the NMR sample. The structure of 3 was further confirmed on the basis of its chemical behaviour towards different chemical reagents.…”