Bronsted Basic Ionic Liquid as Catalytic and Reusable Media for Conjugate Cyanation of CF3‐Substituted Alkylidenemalonates Using Acetone Cyanohydrin

A new class of CF3 substituted alkylidenemalonates were synthesized and used as a substrate for conjugate cyanation reaction. Ionic liquid has been used as an organocatalyst under solvent‐free and mild reaction conditions. The present protocol exhibited remarkable catalytic activity using a favourab...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:ChemistrySelect (Weinheim) 2017-12, Vol.2 (34), p.11346-11351
Hauptverfasser: Jakhar, Ajay, Ansari, Amamudin, Nandi, Sekhar, Gupta, Naveen, Khan, Noor‐ul H., Kureshy, Rukhsana I.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A new class of CF3 substituted alkylidenemalonates were synthesized and used as a substrate for conjugate cyanation reaction. Ionic liquid has been used as an organocatalyst under solvent‐free and mild reaction conditions. The present protocol exhibited remarkable catalytic activity using a favourable cyanide source i. e. acetone cyanohydrin. Excellent yields were obtained for a wide range of substrates and the high reactivity is presumptively attributed to the basicity of an ionic liquid used. Mechanistic insights were studied using NMR spectroscopy and a probable catalytic cycle was proposed. Synopsis: In this manuscript, we have synthesized a wide range of CF3 substituted alkylidenemalanotes. [bmim]OAc ionic liquid was used for the conjugated hydrocyanation of CF3 substituted alkylidenemalanotes using acetone cyanohydrin as a safer and eco‐friendly cyanide source and obtained CF3 containing nitrile products in high yield. A probable catalytic cycle was proposed according to NMR studies.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.201702330