In 2013,Li, Meiling; Woods, Philip A.; Smith, Martin D. published 《Cation-directed enantioselective synthesis of quaternary-substituted indolenines》.Chemical Science published the findings.Formula: C8H6BrN The information in the text is summarized as follows:
An asym. method for the synthesis of quaternary-substituted indolenines via a 5-endo-dig cyclization of an α-cyanocarbanion onto an isonitrile was developed. This transformation relies on Broensted acid activation of the isonitrile functional group under asym. phase transfer conditions in the presence of a Broensted base. Good to excellent levels of enantioselectivity were obtained (85 : 15 to 96 : 4 e r., 18 examples) using a bespoke bifunctional catalyst. Enantioenriched indolenines produced in this process can be intercepted by nucleophilic species with high levels of diastereoselectivity to generate complex indoline frameworks. This process offers a general asym. approach to reactions involving the isonitrile functional group. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Formula: C8H6BrN)
According to other reports, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) is used in the preparation of diarylpyrimidines (DAPYs) as HIV-1 non-nucleoside reverse transcriptase inhibitors.Formula: C8H6BrN
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts