Direct Arylation of α-Amino C(sp )-H Bonds by Convergent Paired Electrolysis.

Angew Chem Int Ed Engl 2019 Nov 30;58(46):16548-16552. Epub 2019 Sep 30.

Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China.

A metal-free convergent paired electrolysis strategy to synthesize benzylic amines through direct arylation of tertiary amines and benzonitrile derivatives at room temperature has been developed. This TEMPO-mediated electrocatalytic reaction makes full use of both anodic oxidation and cathodic reduction without metals or stoichiometric oxidants, thus showing great potential and advantages for practical synthesis. This convergent paired electrolysis method provides a straightforward and powerful means to activate C-H bonds and realize cross-coupling with cathodically generated species.

Download full-text PDF

Source
http://dx.doi.org/10.1002/anie.201909642DOI Listing
November 2019
2 Reads
11.261 Impact Factor

Publication Analysis

Top Keywords

paired electrolysis
12
convergent paired
12
direct arylation
8
reduction metals
4
metals stoichiometric
4
stoichiometric oxidants
4
showing great
4
oxidants showing
4
cathodic reduction
4
anodic oxidation
4
developed tempo-mediated
4
temperature developed
4
room temperature
4
tempo-mediated electrocatalytic
4
electrocatalytic reaction
4
great potential
4
full anodic
4
oxidation cathodic
4
practical synthesis
4
bonds realize
4

References

(Supplied by CrossRef)

Similar Publications