Tris(trimethylsilyl)silane promoted radical reaction and electron-transfer reaction in benzotrifluoride

Copper(II)-salt-promoted oxidative ring-opening reactions of bicyclic cyclopropanol derivatives via radical pathways

“…Other reagents and solvents were purchased and used without further purification. Substrates 1a [25], 1b [29], 1d [29], 6b [24], and 6d [28] and products 2 [24], 3 [25], 4 [25], 5 [29], 19 [25], 20 [26], 25 [25], and 26 [25] are known compounds. Spectral data of 1c , 6c , 14 , 15 , 16 , 21 , 22 , and 23 are presented below.…”

“…For example, PET reactions of probe I with amines were observed to produce a spirocyclic ketone product while its reduction reaction induced by samarium diiodide (SmI 2 ) gives rise to a cyclopropanol (left in Scheme 3) [22,24,27]. On the other hand, the same spirocyclic ketone is obtained in the 9,10-dicyanoanthracene (DCA) and biphenyl (BP) sensitized PET reaction of probe II , while reactions of this substrate with certain oxidants afford ring-expanded ketone and enone products (right in Scheme 3) [23,25–26 28–30]. …”

Borylative Radical Cyclizations of Benzo[3,4]cyclodec‐3‐ene‐1,5‐diynes and N‐Heterocyclic Carbene‐Boranes

“…There was no impact in the diluted conditions (0.02 m ; entry 3), but high concentration (0.5 m ) complicated the reaction with low recovery of the starting material (entry 4). Replacing the solvent with benzotrifluoride at 100 °C slightly improved the conversion ratio of product 5 a (entry 7) . Increasing the amount of TBHN further improved the yield of cyclized product 5 a (entries 8 and 9).…”

Fluorous Organic Hybrid Solvents for Non-Fluorous Organic Synthesis

“…Estimating from the absorption spectra of pyridinium N-phenolate betaine dye, BTF is slightly more polar than THF and slightly less polar than dichloromethane ( Table 2) [8]. BTF is miscible with common organic solvents and able to dissolve many organic compounds, which encourages its consideration as a solvent for organic synthesis.…”

“…Inspection of the applications of BTF to synthetic chemistry reveals that studies can be classified into two types: (1) BTF can be used as an alternative solvent to harmful organic solvents such as dichloromethane or carbon tetrachloride and (2) it affords the best results in yield or selectivity among various organic solvents examined. Hasegawa et al carried out TTMSS-mediated radical reaction of organic halides using BTF as a solvent [8]. BTF exhibited an efficiency similar to dichloromethane in a ring-expansion reaction of a siloxycyclopropane 11 by tris(p-bromophenyl) aminium hexachloroantimonate (TBPA) (Scheme 1) [9].…”