20826-48-6Relevant articles and documents
Effect of ligand and bridge substitution on chiral recognition of 1-phenylethylammonium cation by an anionic binuclear Ni(II) complex
Das, Chandani Rani,Dutta, Tanmay,Ray, Manabendra
, p. 367 - 376 (2019)
Chiral recognition is an important phenomenon. Identifying factors those influences recognition and resolution have significance in multiple areas. Earlier, we had reported recognition and resolution (30% ee) of 1-phenylethylammonium cation using an anion
A dual-catalysis anion-binding approach to the kinetic resolution of amines: Insights into the mechanism via a combined experimental and computational study
Mittal, Nisha,Lippert, Katharina M.,De, Chandra Kanta,Klauber, Eric G.,Emge, Thomas J.,Schreiner, Peter R.,Seidel, Daniel
, p. 5748 - 5758 (2015)
Racemic benzylic amines undergo kinetic resolution via benzoylation with benzoic anhydride in the presence of a dual catalyst system consisting of a readily available amide-thiourea catalyst and 4-dimethylaminopyridine (DMAP). An evaluation of various exp
Three-Component Iminolactonization Reaction via Bifunctionalization of Olefins Using Molecular Iodine and Visible Light
Itoh, Akichika,Maejima, Saki,Yamaguchi, Eiji
, p. 10709 - 10718 (2020)
A novel three-component ?-iminolactonization reaction was developed, which relied on the C-C/C-O bond-forming bifunctionalization of olefins using molecular iodine and visible light. This strategy did not require any (heavy) metal reagents for double-bond activation because molecular iodine acted as a rare-metal-alternative reagent through visible light irradiation. In addition, the preactivation of amines and other substrates is not required. The mechanistic investigation revealed that the generated iodine radicals under visible light irradiation reacted with alkenes to form a highly reactive intermediate; then, the three-component reaction of diiodide, malonate, and amine furnished iminolactone. Of note, the developed reaction is simple and realized the diversity-oriented synthesis innovative methodology of ?-iminolactone derivatives in drug discovery chemistry.
AMINE-BORANES AS BIFUNCTIONAL REAGENTS FOR DIRECT AMIDATION OF CARBOXYLIC ACIDS
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Paragraph 0008-0009; 0063-0064, (2022/03/04)
The present invention generally relates to a process for selective and direct activation and subsequent amidation of aliphatic and aromatic carboxylic acids to afford an amide R3CONR1R2. That the process is capable of delivering gaseous or low-boiling point amines provides a major advantage over existing methodologies, which involves an intermediate of triacyloxyborane-amine complex [(R3CO2)3—B—NHR1R2]. This procedure readily produces primary, secondary, and tertiary amides, and is compatible with the chirality of the acid and amine involved. The preparation of known pharmaceutical molecules and intermediates has also been demonstrated.
Design and synthesis of 3,3′-triazolyl biisoquinoline N,N’-dioxides via Hiyama cross-coupling of 4-trimethylsilyl-1,2,3-triazoles
Sun, Shiyu,Reep, Carlyn,Zhang, Chenrui,Captain, Burjor,Peverati, Roberto,Takenaka, Norito
, (2021/09/16)
A new strategy to effectively lock the conformation of substituents at the 3,3′-positions of axial-chiral biisoquinoline N,N’-dioxides was developed based on the strong dipole–dipole interaction between 1,2,3-triazole and pyridine N-oxide rings. The crystal structure and the DFT calculations of 3,3′-bis(1-benzyl-1H-1,2,3-triazole-4-yl)-1,1′-biisoquinoline N,N’-dioxide (3a) provided strong support for this strategy. Furthermore, we successfully demonstrated that readily available 4-trimethylsilyl-1,2,3-triazoles are viable nucleophiles for Hiyama cross-coupling.
