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Synthesis of difluoromethyl and deuterium-labeled difluoromethyl thioethers from aliphatic electrophiles

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Abstract

A one-pot difluoromethylthiolation of alkyl electrophiles with thiourea and diethyl bromodifluoromethylphosphonate is described. The transition-metal-free approach, readily available reagents, and mild conditions provide a practical way for the synthesis of difluoromethyl thioethers. By changing the “H” source to the most commonly used “D” sources CD3OD and D2O, this strategy enables efficient synthesis of SCF2D-substituted molecules in good yields with high levels of D incorporation.

Graphical abstract: Synthesis of difluoromethyl and deuterium-labeled difluoromethyl thioethers from aliphatic electrophiles

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Article information


Submitted
14 Dec 2019
Accepted
04 Mar 2020
First published
04 Mar 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Synthesis of difluoromethyl and deuterium-labeled difluoromethyl thioethers from aliphatic electrophiles

T. Ding, L. Jiang and W. Yi, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC09709K

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