Journal of the American Chemical Society
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ASSOCIATED CONTENT
* Supporting Information
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S
Experimental procedures and spectroscopic data for new
compounds. This material is available free of charge via the
AUTHOR INFORMATION
Corresponding Author
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Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
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We thank the Grant-in-Aid for Scientific Research on
Innovative Areas. 2105 Organic Synthesis Based on Reaction
Integration: Development of New Methods and Creation of
New Substances from the Ministry of Education, Culture,
Sports, Science & Technology, Japan for financial support. We
̂
́
also thank Professor Benoıt Champagne in Facultes Universi-
taires Notre-Dame de la Paix (FUNDP), Belgium, for the use
of computers and the program for the theoretical calculations.
Figure 3. The lowest unoccupied molecular orbitals of radical cation of
(a) 3, (b) 5, (c) 7, (d) 10, (e) 12, (f) 15, (g) 17, (h) 19, (i) 22, (j) 24,
(k) 26, and (l) 29 obtained by DFT calculations (UB3LYP/6-31G*).
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antagonist 31.
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amination in the presence of the nitro group avoiding the
protection and deprotection of the amino group, demonstrating
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economy,18 step economy,19 and protecting-group-free syn-
thesis.20
In conclusion, we have developed an efficient method for the
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the electrochemical and chemical reactions.21 The present
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aromatic primary amines having a variety of functionalities
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dx.doi.org/10.1021/ja402083e | J. Am. Chem. Soc. XXXX, XXX, XXX−XXX