Literature DB >> 33591190

Base-Catalyzed H/D Exchange Reaction of Difluoromethylarenes.

Linwei Huang1, Wei Liu1, Liang-Liang Zhao1, Zengyu Zhang1, Xiaoyu Yan1.   

Abstract

The budding deuteriodifluoromethyl group (CF2D) is a potentially significant functional group in medicinal chemistry. Herein, we investigated t-BuOK-catalyzed H/D exchange reaction of difluoromethylarenes in DMSO-d6 solution. The method provides excellent deuterium incorporation at the difluoromethyl group. Meanwhile, the effect of a trace amount of D2O in DMSO-d6 solution on the deuteration reaction was also investigated.

Entities:  

Year:  2021        PMID: 33591190     DOI: 10.1021/acs.joc.0c02827

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Generation of formaldehyde and formaldehyde-d2 for hydroxymethylations and hydroxydeuteromethylations of difluoroenolates and difluorobenzyl carbanions.

Authors:  Hari R Khatri; Changho Han; Reem A Alkhodier; Amna T Adam; Baharul Islam; David A Colby
Journal:  Chem Commun (Camb)       Date:  2022-05-03       Impact factor: 6.065

2.  Nucleophilic C-H Etherification of Heteroarenes Enabled by Base-Catalyzed Halogen Transfer.

Authors:  Thomas R Puleo; Danielle R Klaus; Jeffrey S Bandar
Journal:  J Am Chem Soc       Date:  2021-08-04       Impact factor: 16.383

  2 in total

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