Cu-Catalyzed Aromatic Metamorphosis of 3-Aminoindazoles - Details

author：

Zhou, Y. (Zhou, Y..) ^[1] | Lin, L. (Lin, L..) ^[2] | Wang, Y. (Wang, Y..) ^[3] | Zhu, J. (Zhu, J..) ^[4] | Song, Q. (Song, Q..) ^[5]

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Abstract：

We　present　a　novel　Cu-catalyzed　aromatic　metamorphosis　of　3-aminoindazoles　via　oxidative　cleavage　of　two　C-N　bonds　of　3-aminoindazoles.　This　unprecedented　reactivity　of　3-aminoindazoles　allows　one　to　forge　diverse　nitrile-containing　triphenylenes　in　decent　yields　via　generation　of　the　cyano　group　in　situ.　The　current　study　reveals　that　3-aminoindazoles　could　be　harnessed　as　radical　precursors　via　oxidative　denitrogenation,　the　reaction　mechanism　of　which　was　supported　by　density　functional　theory　calculations.　©　2019　American　Chemical　Society.

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[ 1 ] [Zhou, Y.]Institute of Next Generation Matter Transformation, College of Materials Science and Engineering, Huaqiao University, 668 Jimei Blvd., Xiamen, Fujian, 361021, China
[ 2 ] [Lin, L.]College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian, 361005, China
[ 3 ] [Wang, Y.]Institute of Next Generation Matter Transformation, College of Materials Science and Engineering, Huaqiao University, 668 Jimei Blvd., Xiamen, Fujian, 361021, China
[ 4 ] [Zhu, J.]College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian, 361005, China
[ 5 ] [Song, Q.]Institute of Next Generation Matter Transformation, College of Materials Science and Engineering, Huaqiao University, 668 Jimei Blvd., Xiamen, Fujian, 361021, China
[ 6 ] [Song, Q.]Key Laboratory of Molecule Synthesis and Function Discovery, College of Chemistry, Fuzhou University, Fuzhou, Fujian, 350108, China

Reprint 's Address：

[Song, Q.]Institute of Next Generation Matter Transformation, College of Materials Science and Engineering, Huaqiao University, 668 Jimei Blvd., China

Email：

qsong@hqu.edu.cn

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Source ：

Organic Letters

ISSN： 1523-7060

Year： 2019

Issue： 18

Volume： 21

Page： 7630-7634

6 . 0 9 1

JCR@2019

4 . 9 0 0

JCR@2023

ESI HC Threshold：184

JCR Journal Grade：1

CAS Journal Grade：1

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ESI Highly Cited Papers on the List： 0 Unfold All

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30 Days PV： 0

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