Hikawa, Hidemasa published the artcileA Borrowing Hydrogen Strategy for Dehydrative Coupling of Aminoisoquinolines with Benzyl Alcohols in Water, Category: alcohols-buliding-blocks, the main research area is borrowing hydrogen strategy dehydrative coupling aminoisoquinoline benzylic alc.
We report a borrowing hydrogen strategy for a palladium-catalyzed dehydrative coupling of aminoisoquinolines with benzylic alcs. in water. This cascade reaction using the π-benzylpalladium system can be achieved in an atom-economic process without the need for base or other additives, furnishing the N-benzylated aminoisoquinolines in moderate to excellent yields along with water as the sole co-product. The crossover experiment using [D7]benzyl alc. and 4-methoxybenzyl alc. afforded H/D scrambled products. KIE experiments showed that benzylic C-H bond cleavage of benzyl alc. was involved in the turnover limiting step (KIE = 4.4). The coupling reaction was found to be first order in benzyl alc. with a kinetic solvent isotope effect (KSIE) of 1.6. These exptl. results are consistent with a borrowing hydrogen mechanism in water. Notably, the water-soluble Pd0/TPPMS system can be applied to the more challenging catalytic benzylic amination with aminoisoquinoline nucleophiles despite the possible deactivation of PdII species.
European Journal of Organic Chemistry published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 6214-45-5 belongs to class alcohols-buliding-blocks, name is (4-Butoxyphenyl)methanol, and the molecular formula is C11H16O2, Category: alcohols-buliding-blocks.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts