Modular Synthesis of Cyclic β-Difluoroamines

13 February 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Fluorine-containing saturated nitrogen heterocycles are very attractive structures in medicinal and biological chemistry because fluorine can be used to tune conformation as well as key properties such as basicity and bioavailability. At present cyclic fluorinated amines are accessed using hazardous reagents such as DAST or by lengthy synthesis routes. Here we report a modular two-step synthesis of cyclic β-fluoroalkyl amines using a photoredox-catalysed cyclisation/hydrogen atom transfer reaction of bromodifluoroethylamines.

Supplementary materials

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Supporting Information
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Synthesis methods, characterisation data, computational chemistry coordinates and X-ray crystallography data.
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