Preparation of anthranils via chemoselective oxidative radical cyclization of 3-(2-azidoaryl) substituted propargyl alcohols - Details

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Abstract：

In　the　presence　of　K2S2O8　and　HOAc,　3-(2-azidoaryl)　substituted　propargyl　alcohols　can　go　through　chemoselective　oxidative　radical　cyclizations　to　give　a　pool　of　anthranils　based　on　Meyer-Schuster　rearrangement.　It＇s　proposed　that　the　cyclizations　were　triggered　exclusively　by　the　direct　attack　of　oxygen　radicals　on　the　azides.　The　weak　N-O　bonds　in　anthranils　could　be　easily　cleaved　in　the　presence　of　transition　metal　catalysts　and　went　through　aminations　with　2-oxo-2-phenylacetic　acid　and　iodobenzene.

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[ 1 ] [Gao, Chao]Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Chem Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 2 ] [Xu, Jian]Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Chem Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 3 ] [Zhu, Shuxian]Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Chem Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 4 ] [Jian, Kaixia]Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Chem Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 5 ] [Xuan, Qingqing]Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Chem Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 6 ] [Song, Qiuling]Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Chem Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 7 ] [Gao, Chao]Huaqiao Univ, Coll Mat Sci Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 8 ] [Xu, Jian]Huaqiao Univ, Coll Mat Sci Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 9 ] [Zhu, Shuxian]Huaqiao Univ, Coll Mat Sci Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 10 ] [Jian, Kaixia]Huaqiao Univ, Coll Mat Sci Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 11 ] [Xuan, Qingqing]Huaqiao Univ, Coll Mat Sci Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 12 ] [Song, Qiuling]Huaqiao Univ, Coll Mat Sci Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China
[ 13 ] [Song, Qiuling]Fuzhou Univ, Univ Coll Chem, Key Lab Mol Synth & Funct Discovery Fujian Prov, Fuzhou 350108, Fujian, Peoples R China
[ 14 ] [Song, Qiuling]Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[ 15 ] [Song, Qiuling]Chinese Acad Sci, Key Lab Organofluorine Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

Reprint 's Address：

宋秋玲
[Xuan, Qingqing]Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Chem Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China;;[Song, Qiuling]Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Chem Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China;;[Xuan, Qingqing]Huaqiao Univ, Coll Mat Sci Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China;;[Song, Qiuling]Huaqiao Univ, Coll Mat Sci Engn, 668 Jimei Blvd, Xiamen 361021, Fujian, Peoples R China;;[Song, Qiuling]Fuzhou Univ, Univ Coll Chem, Key Lab Mol Synth & Funct Discovery Fujian Prov, Fuzhou 350108, Fujian, Peoples R China;;[Song, Qiuling]Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China;;[Song, Qiuling]Chinese Acad Sci, Key Lab Organofluorine Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

Email：

xuanqingqing@hqu.edu.cn |
qsong@hqu.edu.cn

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Preparation of anthranilsviachemoselective oxidative radical cyclization of 3-(2-azidoaryl) substituted propargyl alcohols
2021，Chemical Communications

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CHEMICAL COMMUNICATIONS

ISSN： 1359-7345

Year： 2021

Issue： 16

Volume： 57

Page： 2037-2040

6 . 0 6 5

JCR@2021

4 . 3 0 0

JCR@2023

ESI Discipline： CHEMISTRY;

ESI HC Threshold：117

JCR Journal Grade：2

CAS Journal Grade：3

Cited Count：

WoS CC Cited Count： 3

SCOPUS Cited Count： 3

ESI Highly Cited Papers on the List： 0 Unfold All

WanFang Cited Count：

Chinese Cited Count：

30 Days PV： 3

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