Synthesis of Substituted α-Trifluoromethyl Piperidinic Derivatives.
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.
Laboratoire 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.
Sarah
S
Rioton
Laboratoire 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. domingo.gomez-pardo@espci.fr.
Domingo Gomez
DG
Pardo
Laboratoire 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. Janine.cossy@espci.fr.
Janine
J
Cossy
D000588:Amines / Q000737:chemistry*; D003500:Cyclization; D061565:Cycloaddition Reaction; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D011759:Pyrrolidines / Q000737:chemistry; D013237:Stereoisomerism
D000588:Amines; D010880:Piperidines; D011759:Pyrrolidines; C010509:prolinol
cyclization; cycloaddition; fluorine; nitrogen heterocycles; piperidine; ring expansion; trifluoromethyl group