The above Grignard reagent was added dropwise into the solution of cyclohexenone 8 (2.42g, 4.53mmol, leq) in dry THF (25mL) under inert atmosphere at room temperature (about 25°C), then allowed to react for 3h. A saturated aqueous solution of ammonium chloride was added into the mixture...
4. Nonpolar Solvents Have Little To No Dipole Moment These solvents have low dielectric constants (<5) and are not good solvents for charged species such as anions. However diethyl ether (Et2O) is a common solvent for Grignard reactions; its lone pairs are Lewis basic and can help to solvat...
a(a) (i) 2-Bromo-5-fluorotoluene, Mg, THF, 60−70 °C; (ii) 4-methoxypyridine, benzyl chloroformate, THF, −20 °C, then Grignard’s reagent, −20 °C, 1 h; (b) (i) tris(triphenylphosphine)rhodium(I) chloride, 2-propanol, H2 (p = 5 atm), 60 °C, 5 h; (ii) Pd...
Answer to: Show how you could synthesize all of the products below using a Grignard reagent and appropriate electrophile. No mechanism required. By...
a(a) (i) 2-Bromo-5-fluorotoluene, Mg, THF, 60−70 °C; (ii) 4-methoxypyridine, benzyl chloroformate, THF, −20 °C, then Grignard’s reagent, −20 °C, 1 h; (b) (i) tris(triphenylphosphine)rhodium(I) chloride, 2-propanol, H2 (p = 5 atm), 60 °C, 5 h; (ii) Pd...
Treatment of CpZrCl3 with 3-methylbutenyl-Grignard reagent yields thermally labile tris(1,1-dimethylallyl) ZrCp (6), which is slowly decomposed (5d) at 15°C to give (η-cyclopentadienyl)(η3-1,1-dimethylallyl)(η4-isoprene)zirconium (7), which is thermally unstable; with a half-live ...
but a more efficient route was required. Various scale up issues were identified – use of PCl5/SnCl4 for the cyclisation, demethylation with pyridine HCl requires temperature of 180oC, 5 equivalents of 4-methoxyphenylmagnesium bromide were required for the Grignard reaction, demethylation with NaS...
Allylation of nucleophiles with highly reactive electrophiles like allyl halides can be conducted without metal catalysts. Less reactive electrophiles, such as allyl esters and carbonates, usually require a transition metal catalyst to facilitate the all
We reasoned that, by applying a suitable ligand together with optimized reaction parameters, the SN20-type oxidative addition would be shut down; with that the SN2-type oxidative addition would give Z1-propargylic palladium C exclusively with the absolute configuration inverted. If such a ligand ...
##STR7## Compound XII in which R2 is for example benzyl or t-butyl, can be condensed with the substituted indole compound IV typically by first converting the 5-haloindole IV to a magnesium derivative by reaction with a suitable Grignard reagent, such as t-butyl- or ethyl-magnesium bromide...