The therapeutic benefits of the antidepressant nefazodone have been hampered by several cases of acute hepatotoxicity/liver failure. Although the mechanism of hepatotoxicity remains unknown, it is possible that reactive metabolites of nefazodone play a causative role. Studies were initiated to determine whether nefazodone undergoes bioactivation in human liver microsomes to electrophilic interm...

In this paper, we provide an overview of the NTCIR-12 IMine-2 task, which is a core task of NTCIR-12 and also a succeeding work of IMine@NTCIR-11, INTENT-2@NTCIR-10, and INTENT@NTCIR-9 tasks. IMine-2 comprises the Query Understanding subtask and the Vertical Incorporating subtask. 23 groups from diverse countries including China, France, India, Portugal, Ireland, and Japan registered to the tas...

Four binol based pyrrole carboxamide chiral receptors has been synthesized and effectively used as a Chirality Conversion Reagent (CCR) for underivatized amino acids. Three points of interactions take place for the conversion process. They are the reversible imine formation, the internal resonance assisted Hydrogen Bonding (RAHB) and the additional hydrogen bonds between the amino acids and the...

This note describes a sequence converting an oxime-substituted pyrrolidine into a trisubstituted pyrrole structure. The synthetic route is based on a double chlorination of the pyrrolidine substrate followed by the base induced formation of both an imine and a nitrile oxide functionality. The latter reacts with an immobilized thiourea to yield an isothiocyanate which upon elimination generates ...

Many hands make light work: In an organocatalytic asymmetric sulfonation of enones, the activation of a sulfonyl imine by an N-heterocyclic carbene (NHC) catalyst led to the release of a sulfinic anion, which underwent nucleophilic addition to the enone. The enantioselectivity of the process was controlled by a chiral thiourea/amine co-catalyst through anion recognition and hydrogen-bonding int...

The synthesis of shape-persistent organic cage compounds is often based on the usage of multiple dynamic covalent bond formation (such as imines) of readily available precursors. By careful choice of the precursors geometry, the geometry and size of the resulting cage can be accurately designed and indeed a number of different geometries and sizes have been realized to date. Despite of this fac...

In copper(I)/phosphoramidite-catalyzed asymmetric 1,4-additions of dialkylzinc, N-sulfonyl imines are more reactive and furnish higher enantiomeric excesses than the respective cycloalk-2-enones. This enables formation of a quaternary stereocenter as well as a cis-selective addition to an imine derived from 5-methylcyclohex-2-enone. The 1,4-adducts can be transformed in stereodivergent reductio...

DFT calculations have been performed to study the reaction mechanism of N-N bond formation from aryl azide catalyzed by the copper(I) iodide complex. We studied various activation modes for the azide group, and found that the azide group is activated by the Cu(μ-I)2Cu(TMEDA) dimer coordinating to the N-atom of phenyl imine and the internal N-atom of azide.

Treatment of the imine PhC(=NSiMe3)py with Et2BOMe or BF3·Et2O afforded bicyclic ketiminoboranes and via intramolecular N-coordination. The basicity of the imine N is evidenced by their reactivity towards Brønsted and Lewis acids and the structures of ·HCl and ·BF3 are reported as well as the dipyridyl imine derivative ·HCl.