10.1002/anie.201813315
Angewandte Chemie International Edition
COMMUNICATION
radical cross-coupling with electrophilic aminyl radical cation
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In summary, we have developed the first literature example of
visible light-mediated CuCl-catalyzed A3-coupling among
secondary N-alkyl anilines, terminal alkynes, and alcohols for
facile synthesis of propargylamine (53 examples) under a very
mild condition at RT. Experimental evidences indicate that the
coupling reaction occurs via a unique consecutive SET-HAT
process and the formation of a transient -oxy radical, by -C-H
bond activation of unactivated alkyl alcohols via HAT process
(i.e. not by direct oxidation of alcohol to aldehyde). From a
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route for the preparation of biologically important
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the use of any ligands and toxic chemicals.
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Experimental details can be found in the supporting information.
Acknowledgements
This work was supported by the Ministry of Science &
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Conflict of interest
The authors declare no conflict of interest.
Keywords: photochemistry, copper, single electron transfer,
methanol, propargylamine
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[a]
Dr. A. Sagadevan, V. K. K. Pampana, and Professor Kuo Chu
Hwang*
Department of Chemistry
National Tsing Hua University
Hsinchu, Taiwan, R. O. C.
Fax: (+886) 3572 4810
E-mail: kchwang@mx.nthu.edu.tw
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