Hoshimoto, Yoichi’s team published research in Journal of the American Chemical Society in 2018-06-13 | CAS: 1205-17-0

Journal of the American Chemical Society published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Product Details of C11H12O3.

Hoshimoto, Yoichi published the artcileMain-Group-Catalyzed Reductive Alkylation of Multiply Substituted Amines with Aldehydes Using H2, Product Details of C11H12O3, the main research area is dichlorophenyl tetrafluorophenyl boron frustrated Lewis pair catalyzed reductive alkylation; main group catalyzed reductive alkylation multiply substituted amine aldehyde; imine preparation frustrated Lewis pair catalyzed hydrogenation; isoindolinone aminophthalic anhydride preparation; crystal mol structure dichlorophenyl tetrafluorophenyl boron frustrated Lewis pair; aminonitrophenoxy benzylaniline preparation crystal mol structure; benzylamino isobenzofurandione preparation crystal mol structure; benzylaminophthalic acid preparation crystal mol structure.

Given the growing demand for green and sustainable chem. processes, the catalytic reductive alkylation of amines with main-group catalysts of low toxicity and mol. hydrogen as the reductant would be an ideal method to functionalize amines. However, such a process remains challenging. Herein, a novel reductive alkylation system using H2 is presented, which proceeds via a tandem reaction that involves the B(2,6-Cl2C6H3)(p-HC6F4)2-catalyzed formation of an imine and the subsequent hydrogenation of this imine catalyzed by a frustrated Lewis pair (FLP). This reductive alkylation reaction generates H2O as the sole byproduct and directly functionalizes amines that bear a remarkably wide range of substituents including carboxyl, hydroxyl, addnl. amino, primary amide, and primary sulfonamide groups. The synthesis of isoindolinones and aminophthalic anhydrides has also been achieved by a one-pot process that consists of a combination of the present reductive alkylation with an intramol. amidation and intramol. dehydration reactions, resp. The reaction showed a zeroth-order and a first-order dependence on the concentration of an imine intermediate and B(2,6-Cl2C6H3)(p-HC6F4)2, resp. In addition, the reaction progress was significantly affected by the concentration of H2. These results suggest a possible mechanism in which the heterolysis of H2 is facilitated by the FLP comprising THF and B(2,6-Cl2C6H3)(p-HC6F4)2.

Journal of the American Chemical Society published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Product Details of C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem