4.7 Article

α-Trideuteration of methylarenes

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 12, Pages 2981-2984

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00265a

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Funding

  1. National Natural Science Foundation of China [21922109, 21831007]
  2. Fundamental Research Funds for the Central Universities of China [WK2060190086]

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An efficient and practical transition metal-free alpha-trideuteration of methylarenes has been developed using inexpensive bases in DMSO-d(6) solvent. This method is applicable to a wide range of methylarenes and allows for the introduction of a trideuteriomethyl group to aromatics with excellent selectivity.
An efficient and practical transition metal free alpha-trideuteration of methylarenes was developed. This process proceeds via an inexpensive base, such as sodium hydroxide or potassium tert-butoxide, prompted deprotonation and reprotonation of methylarenes in DMSO-d(6) solvent. The reaction is applicable to a wide range of methylarenes and allows the introduction of a trideuteriomethyl group to aromatics with excellent selectivity.

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