A simple and efficient intramolecular 1,3-dipolar azidoalkyne cycloaddition: Synthesis of 6-perfluoroalkylated fused exo -bicyclic 1,2,3-triazolo-1,4-oxazines

Regio‐ and Stereoselectivity in 1,3‐Dipolar Cycloadditions: Activation Strain Analyses for Reactions of Hydrazoic Acid with Substituted Alkenes

“…[12][13][14][15][16] For asymmetrical dipoles and dipolarophiles, a 1,4-or 1,5cycloadduct may be formed, depending on the electronic characteristics of the substituents in the dipole or in the dipolarophile (Scheme 1b). [3,17,18] These different stereoisomers usually have is that introducing electron-donating groups in the dipolarophile, R = CH 3 , OH, OCH 3 , or NH 2 , favors the 1,5-cycloaddition. [3,17,18] These different stereoisomers usually have is that introducing electron-donating groups in the dipolarophile, R = CH 3 , OH, OCH 3 , or NH 2 , favors the 1,5-cycloaddition.…”

“…[3,10] In these cases, different stereoisomers (endo or exo) can be formed, depending on the preferential interactions between the substituent groups in the transition state structure. [3,17,18] These different stereoisomers usually have is that introducing electron-donating groups in the dipolarophile, R = CH 3 , OH, OCH 3 , or NH 2 , favors the 1,5-cycloaddition. On the other hand, the presence of electron-withdrawing groups, R = CN or NO 2 , leads to 1,4-addition.…”

Mononuclear Perfluoroalkyl-Heterocyclic Complexes of Pd(II): Synthesis, Structural Characterization and Antimicrobial Activity

“…IR (cm −1 ) for free ligand: 2853 v (C-H), 1590 v (CH=N), 1241-1147 v (C-F), and for the complex: 2853 v (C-H), 1611 v (CH=N), 1238-1196 v (C-F), 333 and 328 v (Pd-Cl), 278 v (Pd-N) Figure 1 A). 1 H-NMR of the ligands (DMSO- d 6 , 300 MHz) δ ppm were reported in literature [ 4 , 20 , 21 ]. For the complex (DMSO- d 6 , 300 MHz) δ ppm: 8.81 (d, 1H, C6’H), 8.16 (d, 1H, C3’H), 8.04 (t, 1H, C5’H), 7.63 (t, 1H, C4’H), 4.39 (s, 3H, -CH 3 ).…”

“…The choice of the ligand in the coordination chemistry of Pd(II) ion is fundamental to reduce the high cytotoxicity and to increase the solubility of palladium complexes [ 15 ]. Fluoro-substituted heterocycles are important compounds which play a role in different areas as well as agrochemicals, surfactants, medical, and pharmaceutical products [ 20 ]. The perfluoroalkyl-1,2,4-triazoles were synthesized for the first time by Brown in 1962 [ 21 ].…”

Study of the zinc action on the 2-chloroethyl 2-bromo-2-perfluoroalkylethanoates

“…However, their chemical reactivity is relatively complex [47]. Many studies describe different positive [48,49] and negative [50] results on their reactivity, adopting different reaction conditions [48][49][50].…”