Synthesis One Pot of Alkyne-2-Chloroquinoline via a Passerini Reaction
Open Access
- 18 November 2019
- conference paper
- Published by MDPI AG in Proceedings
- Vol. 41 (1) , 76
Abstract
A series of six new alkyne-2-chloroquinolines were synthesized in moderate yields (40%–65%) via the Passerini three-component reaction (P-3CR) under mild green conditions. The P-3CR takes place when a carboxylic acid, an oxo compound (aldehyde or ketone), and an isocyanide react to give α-acyloxy carboxamides. Recently it has been reported that small molecules containing alkynes promote interactions with different proteins in cells facilitating the detection or identification of protein targets.Keywords
This publication has 17 references indexed in Scilit:
- Synthesis of Ugi 4‐CR and Passerini 3‐CR Adducts under Mechanochemical ActivationEuropean Journal of Organic Chemistry, 2016
- Passerini three-component cascade reactions in deep eutectic solvent: an environmentally benign and rapid system for the synthesis of α-acyloxyamidesResearch on Chemical Intermediates, 2015
- Novel Ultrasound-Promoted Parallel Synthesis of Trifluoroatrolactamide Library via a One-Pot Passerini/Hydrolysis Reaction Sequence and Their Fungicidal ActivitiesACS Combinatorial Science, 2013
- Regio- and Diastereoselective Synthesis of β-Lactam-Triazole Hybrids via Passerini/CuAAC SequenceThe Journal of Organic Chemistry, 2012
- Novel Application of α-Azido Aldehydes in Multicomponent Reactions: Synthesis of Triazolo-Fused Dihydrooxazinones via a Passerini Reaction–Dipolar Cycloaddition StrategyACS Combinatorial Science, 2011
- Room-Temperature Direct Arylation of Polyfluorinated Arenes under Biphasic ConditionsOrganic Letters, 2010
- Multicomponent Reactions Are Accelerated in WaterJournal of the American Chemical Society, 2003
- Recent Advances in Solution-PhaseMulticomponent Methodology for the Synthesis of HeterocyclicCompoundsSynthesis, 2003
- Recent Developments in the Isonitrile‐Based Multicomponent Synthesis of HeterocyclesEuropean Journal of Organic Chemistry, 2003
- The α‐Addition of Immonium Ions and Anions to Isonitriles Accompanied by Secondary ReactionsAngewandte Chemie International Edition, 1962