Microwave-assisted synthesis of substituted fluoroazines using KF·2H2O

Diastereoselective Synthesis of Dialkylated Bis(phosphino)ferrocenes: Their Use in Promoting Silver‐Mediated Nucleophilic Fluorination of Chloroquinolines

“…4‐Methyl‐2‐fluoroquinoline (10a): Analyses were similar to reported data . 1 H NMR (300 MHz, CDCl 3 ): δ = 2.71 (d, J = 8.4 Hz, 3 H), 6.91 (m, 1 H), 7.53 (td, J = 8.2 and 1.0 Hz, 1 H), 7.71 (td, J = 8.2 and 1.0 Hz, 1 H), 7.94 (m, 2 H) ppm.…”

Pharmacophore Mapping of Thienopyrimidine-Based Monophosphonate (ThP-MP) Inhibitors of the Human Farnesyl Pyrophosphate Synthase

“…Analogues of 56 were made according to the synthetic procedure previously described with slight modifications . To a microwave reactor, 4-chlorothieno­[2,3- d ]­pyrimidine 54 or 55 (1 equiv) was dissolved in DMSO (∼0.2 M).…”

“…The alternative approach of preparing intermediate 56 via the triflate (instead of the chloride 55) and then fluorinating under very mild reaction conditions, as reported by Buchwald and co-workers, 25 was also considered. Ultimately, given the high thermal and chemical stability of the thienopyrimidine scaffold, we chose to prepare the fluoride intermediate 56 by treating 55 with KF in DMSO, as reported by Shestopalov, Gakh, and co-workers; 26 this approach proved to be the most efficient and atom-economical path to the fluoride 56 and in most cases provided excellent yields (≥85%). The subsequent S N Ar displacement of the C-4 fluoride with various α-aminophosphonate esters in DMSO under basic conditions gave the diethyl esters of compounds 7−48 in moderate to excellent isolated yields (45−90%).…”

“…Analogues of 56 were made according to the synthetic procedure previously described with slight modifications. 26 To a microwave reactor, 4-chlorothieno [2,3d]pyrimidine 54 or 55 (1 equiv) was dissolved in DMSO (∼0.2 M). Potassium fluoride dihydrate (2 equiv) was added, and the resulting mixture was stirred at 120 °C under microwave irradiation for 15 min.…”

Microwave-Assisted Synthesis of Organometallic Complexes of 99mTc(CO)3 and Re(CO)3: Its Application to Radiopharmaceuticals

“…Microwave technology has been successfully applied to enhance radiolabeling reactions. [4][5][6] When microwave is used as a source of energy, the reactions proceed in a short time and in much higher yields than those performed under the conventional thermal conditions.…”