Hikawa, Hidemasa’s team published research in Synthesis in 2019-07-31 | CAS: 1885-29-6

Synthesis published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Application In Synthesis of 1885-29-6.

Hikawa, Hidemasa published the artcileGold(III)/Sodium Diphenylphosphinobenzene-3-sulfonate (TPPMS) Catalyzed Dehydrative N-Benzylation of Electron-Deficient Anilines in Water, Application In Synthesis of 1885-29-6, the main research area is amine aryl benzyl preparation; aniline benzylation benzylic alc gold sodium diphenylphosphinobenzenesulfonate catalyst.

A strategy for the dehydrative N-benzylation of electron-deficient anilines R1NH2 (R1 = 4-O2NC6H4, 2-Me-3-O2NC6H3, 2-NCC6H4, etc.) in water has been developed. The gold(III)/sodium diphenylphosphinobenzene-3-sulfonate (TPPMS) catalyst is highly effective as a Lewis acid for the activation of alcs. R2R3CHOH (R2 = Ph, 4-CH3C6H4, PhCH:CH, etc.; R3 = H, Ph, 4-FC6H4, 4-ClC6H4) and tolerates aerobic conditions. A Hammett study in the reaction of para-substituted benzhydryl alcs. R2R3CHOH (R2 = 4-MeOC6H4, 4-MeC6H4, Ph, 4-FC6H4, 4-BrC6H4; R3 = Ph) shows neg. σ values, indicating a build-up of cationic charge during the rate-determining sp3 C-O bond-cleavage step. The inverse kinetic solvent isotope effect (KSIE = 0.6) is consistent with a specific acid catalysis mechanism. This simple protocol can be performed under mild conditions in an atom-economic process without the need for base or other additives, furnishing the electron-deficient N-benzylic anilines R1NHCHR2R3 in moderate to excellent yields along with water as a sole co-product.

Synthesis published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Application In Synthesis of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts