Copper Loading-Controlled Selective Synthesis of 2,5-Bis(trifluoromethyl) and Monotrifluoromethyl-Substituted Oxazoles - Details

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A　general　domino　annulation　reaction　of　sulfonylmethyl　isocyanide　with　trifluoroacetic　anhydride　in　the　presence　of　copper　chloride　as　an　additive　is　developed.　The　reaction　affords　2,5-bis(trifluoromethyl)oxazoles　in　modest　to　good　yields　under　mild　conditions.　A　wide　variety　of　sulfonylmethyl　isocyanide　and　perfluorocarboxylic　anhydride　substrates　are　amenable　to　this　transformation.　Under　a　higher　copper　salt　loading　conditions,　the　reaction　led　to　the　formation　of　monotrifluoromethyl-substituted　oxazole　product.　©　2023　American　Chemical　Society

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Chlorine compounds Copper compounds Cyanides

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[ 1 ] [Wu, Wei]Fujian Provincial University Engineering Research Center of Green Materials and Chemical Engineering, Fujian Engineering Research Center of New Chinese lacquer Material, College of Materials and Chemical Engineering, Minjiang University, Fuzhou; 350108, China
[ 2 ] [Zhang, Zipeng]Key Laboratory of Molecule Synthesis and Function Discovery, College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 3 ] [Li, Jialong]Fujian Provincial University Engineering Research Center of Green Materials and Chemical Engineering, Fujian Engineering Research Center of New Chinese lacquer Material, College of Materials and Chemical Engineering, Minjiang University, Fuzhou; 350108, China
[ 4 ] [Xia, Jianrong]Fujian Provincial University Engineering Research Center of Green Materials and Chemical Engineering, Fujian Engineering Research Center of New Chinese lacquer Material, College of Materials and Chemical Engineering, Minjiang University, Fuzhou; 350108, China
[ 5 ] [Han, Xiaoyan]Testing and Analysis Center, Soochow University, Suzhou; 215123, China
[ 6 ] [Weng, Zhiqiang]Fujian Provincial University Engineering Research Center of Green Materials and Chemical Engineering, Fujian Engineering Research Center of New Chinese lacquer Material, College of Materials and Chemical Engineering, Minjiang University, Fuzhou; 350108, China
[ 7 ] [Weng, Zhiqiang]Key Laboratory of Molecule Synthesis and Function Discovery, College of Chemistry, Fuzhou University, Fuzhou; 350108, China

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Source ：

Journal of Organic Chemistry

ISSN： 0022-3263

Year： 2024

Issue： 1

Volume： 89

Page： 589-598

3 . 4 0 0

JCR@2023

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ESI Highly Cited Papers on the List： 0 Unfold All

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