Preparation of anthranilsviachemoselective oxidative radical cyclization of 3-(2-azidoaryl) substituted propargyl alcohols - Details

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Abstract：

In　the　presence　of　K2S2O8and　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.　©　The　Royal　Society　of　Chemistry　2021.

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Catalysts Cyclization Transition metals

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[ 1 ] [Gao, Chao]Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen; Fujian; 361021, China
[ 2 ] [Xu, Jian]Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen; Fujian; 361021, China
[ 3 ] [Zhu, Shuxian]Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen; Fujian; 361021, China
[ 4 ] [Jian, Kaixia]Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen; Fujian; 361021, China
[ 5 ] [Xuan, Qingqing]Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen; Fujian; 361021, China
[ 6 ] [Song, Qiuling]Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University, 668 Jimei Boulevard, Xiamen; Fujian; 361021, China
[ 7 ] [Song, Qiuling]Key Laboratory of Molecule Synthesis and Function Discovery Fujian Province University College of Chemistry at Fuzhou University, Fuzhou; Fujian; 350108, China
[ 8 ] [Song, Qiuling]State Key Laboratory of Organometallic Chemistry and Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai; 200032, China

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Source ：

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 HC Threshold：117

JCR Journal Grade：2

CAS Journal Grade：3

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ESI Highly Cited Papers on the List： 0 Unfold All

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30 Days PV： 3

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