A novel l-amino acid ionic liquid for quick and highly efficient synthesis of oxime derivatives – An environmental benign approach

A mild, efficient, and eco-friendly procedure for the conversion of aliphatic, alicyclic and aromatic carbonyl compounds into the corresponding oximes, was catalyzed by a novel imidazolium based ionic liquid coupled with amino acid (asparagine) (l-AAIL, l-Amino acid functionalized ionic liquid) catalytic system. The quantitative conversion of aryl and alkyl carbonyl compounds into the corresponding oximes was achieved by simply grinding at ambient temperature using 0.05 mmol of catalyst in 50 s. In addition, this L-AAIL catalyst exhibited good reusability for five consecutive trials without significant loss of its catalytic activity

Nonpolar Solvent a Key for Highly Regioselective S_NAr Reaction in the Case of 2,4-Difluoronitrobenzene

A practical and highly regioselective aromatic nucleophilic substitution reaction for the substrate 2,4-difluoronitrobenzene is demonstrated with various O/S/N-nucleophiles. Solvent screens substantiate the role of a nonpolar solvent in <i>ortho</i>-selective nucleophilic substitution through a six-membered polar transition state

Development of an Efficient, Scalable Route for the Preparation of a Novel Insulin-Like Growth Factor‑1 Receptor Modulator

A chromatography-free and efficient synthesis of insulin-like growth factor-1 receptor (IGF-1R) modulator is reported. Herein we describe an improved synthesis for the target compound, which features facile introduction of a novel pyrrolidinyl-pyrimidyl isoxazole <b>8</b>, via in situ sulfone displacement by fluorine. The overall process consists of six chemical steps and five isolations, with introduction of the expensive triheterocyclic unit <b>8</b> towards the end of the synthesis