6533b7d8fe1ef96bd126a2f2

RESEARCH PRODUCT

Synthesis of fluorinated allylic amines: Reaction of 2-(trimethylsilyl)ethyl sulfones and sulfoxides with fluorinated imines

Sonia FloresCarlos Del PozoDiego JimenezJorge BuenoSantos FusteroJuan F. Sanz-cerveraAna C. Cuñat

subject

Fluorinated iminesAllylic rearrangementTrimethylsilylfluorinated allylaminesChemistryOrganic ChemistrySingle stepBiochemistryInorganic Chemistrychemistry.chemical_compound2-(Trimethylsilyl)ethyl sulfones and sulfoxidesFragmentation (mass spectrometry)Fluorinated imino estersEnvironmental ChemistryOrganic chemistryPhysical and Theoretical Chemistry

description

A new synthesis of fluorinated allylamines through the reaction of 2-(trimethylsilyl)ethyl sulfones and sulfoxides (as vinyl anion equivalents) with imines and imino esters has been described. The process includes a TBAF-mediated fragmentation of 2-(trimethylsilyl)ethyl sulfones to afford the desired allylic amines. When the reaction is performed with the corresponding sulfoxides, the fragmentation takes place under the addition conditions, affording the final products in a single step. (C) 2007 Elsevier B.V. All rights reserved.

yearjournalcountryeditionlanguage
2007-10-01Journal of Fluorine Chemistry
https://doi.org/10.1016/j.jfluchem.2007.05.006