Synthesis of Substituted α-Trifluoromethyl Piperidinic Derivatives
Sarah Rioton1, Domingo Gomez Pardo2, Janine Cossy3
1Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), CNRS UMR 8231, ESPCI Paris, PSL Research University, 10 rue Vauquelin, 75231 Paris CEDEX 05, France. sarah.rioton@espci.fr.
Abstract:
A comprehensive survey of pathways leading to the generation of α-trifluoromethyl monocyclic piperidinic derivatives is provided (65 references). These compounds have been synthesized either from 6-membered rings e.g., pipecolic acid or lactam derivatives by introduction a trifluoromethyl group, from pyridine or pyridinone derivatives by reduction, and from 5-membered rings e.g., prolinol derivatives by ring expansion, from linear amines by cyclization or from dienes/dienophiles by [4 + 2]-cycloaddition.
Related Concept Videos
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Directing and Steric Effects in Disubstituted Benzene Derivatives
Preparation and Reactions of Sulfides


